Tours and activities in Key West, United States

SimilarTours

Tours and activities in Key West, United States | SimilarTours

Skip-the-line tickets in Key West

Major attractions with reserved entry - skip the queue, walk straight in

See all

Musement
Key West dolphin watch and snorkeling sunset cruise
Book a sunset trip in Key West that includes dolphin watching and a snorkeling adventure with unlimited drinks as you enjoy a spectacular sunset.
3 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$75
No similar experiences found
Viator
1 Hour Key West Jet Ski Freestyle Adventure
Short on time and want to do your own thing? Our supervised Freestyle Adventure is perfect for you. Our guide will take you to a secluded area where you can let loose and get your jet ski on. This jet ski rental is a great way to let loose and get your adrenaline fixed, or you just relax and chill if you prefer. It’s completely up to you. Some people don’t care for structured, guided tours. That’s why we came up with this freestyle alternative. Book yours today!
5.0(23)
1 hour
Key West, United States
Free cancellation
From
$165
No similar experiences found
Musement
Key West Aquarium tickets
Book tickets now to visit the island's most unique spot: the Key West Aquarium. See diverse marine life indigenous to the area at one of Florida's oldest aquariums.
Key West, United States
Instant confirmation
Skip the line
From
$23
No similar experiences found
Viator
Marathon Reef Fishing Charters
Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish. Marathon the hub for fishing in the Florida Keys, great beaches, shopping, and fantastic food. View the beautiful scenery, while experiencing the thrill of a chance to catch species such as Wahoo, Mahi Mahi, Tuna, Snapper, Grouper, King Mackerel and Shark that all swim around the reefs. Your tour is guided by a licensed Captain in a modern 30' open fishing style boat with t-top for shade. All the fishing rods and reels, right and left-handed and all the tackle you need, as well as all other necessities including safety equipment. Booking with confidence on TripAdvisor, it makes this charter an easy, reliable and enjoyable decision. Reserve Today to get hooked up! Travelers that have enjoyed our fishing charters also have enjoyed The Turtle Hospital, a tour down Seven Mile Bridge or a beautiful sunset at Sombrero Beach.
5.0(21)
4 hours
Key West, United States
Free cancellation
Private tour
From
$1,100
No similar experiences found
Viator
Tropical Fruit Hunting Tour at Grimal Grove
Visit the only Breadfruit Grove in Continental United States! While here, discover the rich history of Grimal Grove and its legendary founder, Adolf Grimal, on a 75–90-minute tropical fruit hunting tour. This engaging experience takes you through the grove where you'll learn about its 70+ year journey of restoration and resilience. Depending on the season, guests may even have the chance to pick ripe fruits directly from the trees. The tour includes a scenic walking exploration, followed by a delightful tasting session in an outdoor tasting room featuring prepared exotic fruits. - 75–90-minute tour revealing the history of Grimal Grove - Guided walking tour with opportunities to pick fruit (seasonal) - Outdoor tasting experience with a variety of exotic fruits - Learn about the 70+ years of restoration and resilience at the grove
5.0(17)
1 hr 30 min
Key West, United States
Free cancellation
New
From
$38
No similar experiences found
Viator
Key West Conch Republic Tiki Pedicab Experience by Kokomo Cabs
You will sit and relax on our spacious and comfortable tiki bike as your private guide/driver takes you on a pleasant ride around the enchanting streets of Old Town and Historic District. Experience its amazing architecture and historic sites as you learn the rich history, culture, and folklore of our beautiful island of Key West. First-row, Historic, Cultural and Fun, the only VIP experience tour in Key West.
5.0(71)
2 hr 30 min
Key West, United States
Free cancellation
Private tour
From
$229
No similar experiences found
Viator
Southernmost Key West History and Culture Small-Group Walking Tour
Meet The Locals, On Foot, At Eye Level If you’re like us, you think of travel as more than just “going places.” You crave experience and discovery, not just monuments and museums. You want to understand what’s behind the touristic façade that most people never penetrate. That’s why the Southernmost Walking Tour is the best way to immerse you into the history and culture of Key West! When you’re on foot, the world can’t slide past you faster than you can absorb it. You’ll have time – and proximity – to get up close to the region’s culture and natural history. Start your tour at the famous Cuban sandal factory - Kino Sandals before heading off toward the Southernmost Point of the continental United States. Along the way, our incredibly knowledgeable and well-connected local guides will show you the most popular landmarks and introduce you to local culture. By the time you’re finished, you’ll have a uniquely fun perspective of our tiny island!
5.0(137)
1 hr 45 min
Key West, United States
Free cancellation
From
$50
No similar experiences found
Viator
Key West Sunset Sail Aboard Legendary Schooner Appledore
Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comfortable. We limit passengers to just 36, guaranteeing you'll have room to move about and have an intimate evening experience. Feel the sense of adventure as the crew hoists the sails. Participate in this age-old tradition by helping raise the sails. Take a turn at the wheel and feel the exhilaration of captaining a traditional tall ship. With the painted sky as an exquisite backdrop, your sunset sail takes you past Key West’s Historic Seaport, Mallory Square’s Sunset Celebration, the Navy Mole where the big ships dock and the civil war era Fort Zachary Taylor. Soak in these sights while enjoying a glass of premium wine, an icy cold premium beer, full cocktail bar or soft drinks.
5.0(360)
2 hours
Key West, United States
Free cancellation
From
$89
No similar experiences found

Musement

Key West dolphin watch and snorkeling sunset cruise

3 hours

Key West, United States

Free cancellation
Instant confirmation

From

$75

Viator

1 Hour Key West Jet Ski Freestyle Adventure

5.0(23)

1 hour

Key West, United States

Free cancellation

From

$165

Musement

Key West Aquarium tickets

Key West, United States

Instant confirmation
Skip the line

From

$23

Viator

Marathon Reef Fishing Charters

5.0(21)

4 hours

Key West, United States

Free cancellation
Private tour

From

$1,100

Viator

Tropical Fruit Hunting Tour at Grimal Grove

5.0(17)

1 hr 30 min

Key West, United States

Free cancellation
New

From

$38

Viator

Key West Conch Republic Tiki Pedicab Experience by Kokomo Cabs

5.0(71)

2 hr 30 min

Key West, United States

Free cancellation
Private tour

From

$229

Viator

Southernmost Key West History and Culture Small-Group Walking Tour

5.0(137)

1 hr 45 min

Key West, United States

Free cancellation

From

$50

Viator

Key West Sunset Sail Aboard Legendary Schooner Appledore

5.0(360)

2 hours

Key West, United States

Free cancellation

From

$89

Guided walking tours in Key West

Small-group + private walking tours with a local guide

See all

Viator
Private Sandbar Adventure in Key West Backcountry
Visit Stockislandboatcharters.com for alternate availabilities and pricing. Embark on a tour through the beautiful Florida Keys mangrove back country. Stop at various sandbars to paddle board, snorkel, or just hang out. Watch for wildlife throughout the trip such as dolphins, sea turtles, fish, birds, and much more! A cooler filled with ice and bottled water will be provided. Feel free to bring any food or alcoholic beverages.
5.0(50)
3 hours
Key West, United States
Free cancellation
Private tour
From
$550
No similar experiences found
Tiqets
Truman Little White House: Entry Ticket
Ponder American politics during the time of Harry S. Truman, the 33rd President of the USA. His former residence, the Truman Little White House, is now a museum packed with history - you can even see his pool table.
4.8(10)
Key West, United States
Free cancellation
Instant confirmation
English
From
$26
No similar experiences found
Musement
Guided bicycle tour of Old Town Key West
Join this guided bicycle tour and discover the Old Town Key West. See the island's top attractions and hear stories about some of the local characters
2 hr 30 min
Key West, United States
Free cancellation
Instant confirmation
English
From
$55
No similar experiences found
Viator
2-Hour Live Music Guided Tour in Key West
Discover Key West’s best live music with a local guide. Visit 4 music venues in two hours. The Ticket includes, drink discounts, digital guide for upcoming events, digital download of local artists music, and historical overviews of the venues and artists who have left their mark on the island. Learn from a local about the diverse music scene and creative island life that continues to inspire so many.
5.0(19)
2 hours
Key West, United States
Free cancellation
From
$35
No similar experiences found
© Key Lime Bike Tours
Tiqets
Guided Bike Tour of Old Town Key West
Take a guided tour through Key West to visit important landmarks in the southernmost point of the United States. See regions spanning from coast to coast and be served a portion of Key Lime Pie.
0.0(0)
Key West, United States
Free cancellation
Instant confirmation
GermanDutchItalian+14
From
$55
No similar experiences found
Musement
Conch Tour Train of Key West
Discover Key West on the world famous Conch Tour Train. Hop aboard this sightseeing adventure guided by locals and discover the charming island.
1 hour
Key West, United States
Free cancellation
Instant confirmation
English
From
$40
No similar experiences found
Viator
iWitness Key West True Crime Walking Tour
True crime in Key West? Bold, bizarre, and unforgettable, this new innovative tour walks you into the island’s real-life scandals — smuggling, gambling, murder, and shocking history exposed where it happened. More thrilling than a ghost tour and more revealing than a history tour, Key West’s underworld comes alive, Key West-style. Be the next eyewitness. We're bringing crime to the streets!
5.0(16)
1 hr 30 min
Key West, United States
Free cancellation
New
Likely to sell out
From
$45
No similar experiences found
Musement
Florida Key West Self-Driving Tour of Overseas Highway & 7 Mile Bridge
Book now a self-guided driving tour and discover the Florida Keys. This 100-mile drive stretches from Key Largo all the way out to Key West.
2 hours - 3 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$16
No similar experiences found

Viator

Private Sandbar Adventure in Key West Backcountry

5.0(50)

3 hours

Key West, United States

Free cancellation
Private tour

From

$550

Tiqets

Truman Little White House: Entry Ticket

4.8(10)

Key West, United States

Free cancellation
Instant confirmation

From

$26

Musement

Guided bicycle tour of Old Town Key West

2 hr 30 min

Key West, United States

Free cancellation
Instant confirmation

From

$55

Viator

2-Hour Live Music Guided Tour in Key West

5.0(19)

2 hours

Key West, United States

Free cancellation

From

$35

Tiqets

Guided Bike Tour of Old Town Key West

0.0(0)

Key West, United States

Free cancellation
Instant confirmation

From

$55

Musement

Conch Tour Train of Key West

1 hour

Key West, United States

Free cancellation
Instant confirmation

From

$40

Viator

iWitness Key West True Crime Walking Tour

5.0(16)

1 hr 30 min

Key West, United States

Free cancellation
New
Likely to sell out

From

$45

Musement

Florida Key West Self-Driving Tour of Overseas Highway & 7 Mile Bridge

2 hours - 3 hours

Key West, United States

Free cancellation
Instant confirmation

From

$16

Food & drink experiences in Key West

Food tours, market walks, wine tastings, cocktail experiences

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Musement
Key West Old Town walking tour with local treats
Explore Old Town Key West's history and taste local delicacies on this engaging walking tour.
2 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$70
No similar experiences found
Viator
Key West Historic Private Food Tour with 5 Authentic Tastings
Discover the flavors of paradise on our Key West food tour through the colorful streets of Old Town. Guided by locals, you’ll enjoy 5+ tastings that celebrate the island’s unique mix of Cuban, Caribbean, and Floridian influences. Start with a refreshing iced coffee before biting into golden, crispy conch fritters—a true island classic. Savor authentic Cuban cuisine that reflects Key West’s cultural heritage, then indulge in rich chocolate-covered Key lime pie, the city’s most famous dessert. Along the way, your guide will share stories of pirates, poets, and island life, bringing the history and charm of Key West to life. To end, you’ll taste our exclusive Secret Dish, a surprise that makes the experience truly unforgettable. This is Key West beyond the postcard—an authentic taste of its food, culture, and soul. As a private tour, everything works around you! Our start times are much more easy going, dates can open up. It's a much more intimate and cozy experience.
5.0(16)
2 hr 30 min
Key West, United States
Free cancellation
Private tour
From
$370
No similar experiences found
© Key West Promotions
Tiqets
Original Key West Pub Crawl
Visit several well-known bars in Key West on a guided pub crawl.
0.0(0)
2 hr 30 min
Key West, United States
Free cancellation
Instant confirmation
ChinesePortugueseEnglish+14
From
$43
No similar experiences found
Musement
Bone Island haunted pub crawl
See one of the most haunted places in America on the Bone Island Haunted Pub Crawl. Book now on Musement!
2 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$27
No similar experiences found
Viator
Hula Hank's Key West Tipsy Tiki Sunset Cruise
Imagine gliding over gentle waves aboard the Lazy Lady, a 53-foot, one of a kind tiki boat. Soak in the vibrant colors of an iconic Key West sunset - hues of orange, pink and purple. Sip on ice-cold beverages prepared by your friendly crew while the warm sea breeze carries the sounds of island music and laughter. The atmosphere is relaxed and festive, perfect for making new friends or sharing moments with loved ones. Expect a laid-back and enjoyable trip while unwinding with a refreshing beverage from the bar. As the last sliver of sun disappears below the water, watch for the green flash, an enchanting touch of magic. Sail back to Key West Harbor under the star-filled sky, creating a Key West memory to last a lifetime.
5.0(6)
1 hr 30 min
Key West, United States
Free cancellation
From
$80
No similar experiences found
Musement
Key West Craft Cocktail Crawl
Have a sip and stroll through Key West's craftiest bars and hidden local gems enjoying local cocktails and tastings.
3 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$85
No similar experiences found
Viator
Dolphin Watch, Snorkel, Open Bar & 1 Day Hop-On Hop-Off
This is the best 1 day combo where you will enjoy the water and land in Key West. Get to Hop On Hop off the conch train, one of Florida's most popular attractions, going to Truval Village: Steps away from the Ernest Hemingway Home and Museum, the Key West Lighthouse, the Southernmost Point and Key West Butterfly and Nature Conservatory. Start the day with a Catamaran adventure going Delphine watching and then snorkeling in 1 of the worlds largest reefs. We may even see sea turtle and other exotic fish. On the return enjoy and open bar that includes well mixed drinks, draft beer, margaritas, rum runners and a great selection of wine & champagne. As an added benefit join us at the Sails and rails museum to learn our history.
5.0(1)
1 day
Key West, United States
Free cancellation
From
$150
No similar experiences found
Musement
Key West Historical Seaport Tasting and Cultural Walking Tour
Taste your way through Key West's ultra-fresh seafood on a gourmet walking tour with a local guide.
3 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$85
No similar experiences found

Musement

Key West Old Town walking tour with local treats

2 hours

Key West, United States

Free cancellation
Instant confirmation

From

$70

Viator

Key West Historic Private Food Tour with 5 Authentic Tastings

5.0(16)

2 hr 30 min

Key West, United States

Free cancellation
Private tour

From

$370

Tiqets

Original Key West Pub Crawl

0.0(0)

2 hr 30 min

Key West, United States

Free cancellation
Instant confirmation

From

$43

Musement

Bone Island haunted pub crawl

2 hours

Key West, United States

Free cancellation
Instant confirmation

From

$27

Viator

Hula Hank's Key West Tipsy Tiki Sunset Cruise

5.0(6)

1 hr 30 min

Key West, United States

Free cancellation

From

$80

Musement

Key West Craft Cocktail Crawl

3 hours

Key West, United States

Free cancellation
Instant confirmation

From

$85

Viator

Dolphin Watch, Snorkel, Open Bar & 1 Day Hop-On Hop-Off

5.0(1)

1 day

Key West, United States

Free cancellation

From

$150

Musement

Key West Historical Seaport Tasting and Cultural Walking Tour

3 hours

Key West, United States

Free cancellation
Instant confirmation

From

$85

Cooking classes & workshops in Key West

Hands-on classes - pasta, pizza, gelato, regional dishes - from local chefs

See all

Musement
Key West sunset dinner cruise
Book a Key West dinner cruise with the best tropical food and drinks while grooving into the legendary Key West sunset!
2 hours
Key West, United States
Instant confirmation
From
$70
No similar experiences found
Viator
Exclusive Key Lime Pie Show and Tasting in Key West
A quick culinary adventure awaits at the Exclusive Key Lime Pie Show in the vibrant heart of Mallory Square. In just 30 minutes, discover the secrets to crafting the iconic Key lime pie, from mastering the graham cracker crust to achieving that perfect, creamy filling. After the lively demonstration, savor a slice of the world-famous pie, made without any green food coloring. Plus, take home the official recipe card to recreate this delicious treat at home, ensuring your taste of Key West lasts well beyond your visit.
5.0(1)
30 minutes
Key West, United States
Free cancellation
New
From
$32
No similar experiences found
Musement
Key West sunset cruise
Book a Key West cruise and get closer to the sunset than ever before with the best views, all while enjoying drinks and live music.
2 hours
Key West, United States
Instant confirmation
English
From
$60
No similar experiences found
Viator
Key West Craft Cocktail Experience
Explore the lively world of craft cocktails in a unique 1.5-hour session at Key West's oldest brick building. Get your hands on authentic bar tools to create two cocktails, while also sampling three others. Delight in tasty bites as you soak in tales of local legends like William Curry and the charming history that shaped this island paradise. With expert bartenders guiding you, this hands-on experience is perfect for anyone looking to mix it up while learning about Key West's vibrant past. Plus, take home some fun SWAG as a memento.
5.0(1)
1 hr 30 min
Key West, United States
Free cancellation
From
$91
No similar experiences found
Viator
Key West Cooking Show Chef Demonstration with Meal
Looking for an unforgettable culinary experience? The expert chefs are passionate about sharing the unique flavors of Key West while keeping you entertained. Watch as they bring fresh, local ingredients to life with traditional cooking techniques and island flair. From savory entrees to irresistible tropical desserts, you’ll enjoy an interactive and delicious experience—topped off with a taste of paradise!
4.8(46)
1 hour
Key West, United States
Free cancellation
From
$91
No similar experiences found
Viator
Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast
Embark on an adventure off the shores of Key West, where the turquiose waters of the Gulf of Mexico and the Atlantic Ocean meet in a symphony of beauty and tranquility. Your day begins as you board a luxurious catamaran, your vessel for a day of exploration and relaxation. Sailing away from the bustling Key West harbor, feel the gentle breeze on your skin and the warmth of the tropical sun overhead. As the catamaran glides smoothly over the crystal-clear waters, you'll have the opportunity to soak in panoramic views of Key West's picturesque coastline, dotted with palm-fringed beaches and vibrant coral reefs. Keep your eyes peeled for playful dolphins frolicking in the waves or graceful seabirds soaring overhead. After a leisurely sail, stop at a secluded snorkeling spot, where the underwater world awaits exploration. After working up an appetite, indulge in a delicious gourmet breakfast and unlimited mimosas, all while enjoying stunning views and the company of fellow travelers.
4.7(159)
3 hours
Key West, United States
Free cancellation
From
$35
No similar experiences found
Viator
Key West Signature Sunset Sail with Live Music, Open Bar & Food
Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music • Great Appetizers Welcome aboard Key West's newest catamaran, the "Sandie Cat" as we literally sail off into the sunset. This trip includes live local music, great appetizers and an open well bar. This is a perfect way to end the day and start the night.
4.5(386)
2 hours
Key West, United States
Free cancellation
Likely to sell out
From
$72
No similar experiences found
Viator
Key West Reef Morning Snorkeling with Breakfast and Mimosas
Rise and Reef Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start with a Light Breakfast and sail to the Key West living reef where you will see coral and tropical fish. All snorkeling equipment is provided and if you need help our professional crew will give you instruction on how to snorkel. After your snorkel we have fresh water showers so you can rise off. You will enjoy a sail back to the dock and enjoy Free Beer, soft Drinks and water as you enjoy your ride on our big open decks.
4.5(696)
3 hours
Key West, United States
Free cancellation
From
$50
No similar experiences found

Musement

Key West sunset dinner cruise

2 hours

Key West, United States

Instant confirmation

From

$70

Viator

Exclusive Key Lime Pie Show and Tasting in Key West

5.0(1)

30 minutes

Key West, United States

Free cancellation
New

From

$32

Musement

Key West sunset cruise

2 hours

Key West, United States

Instant confirmation

From

$60

Viator

Key West Craft Cocktail Experience

5.0(1)

1 hr 30 min

Key West, United States

Free cancellation

From

$91

Viator

Key West Cooking Show Chef Demonstration with Meal

4.8(46)

1 hour

Key West, United States

Free cancellation

From

$91

Viator

Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast

4.7(159)

3 hours

Key West, United States

Free cancellation

From

$35

Viator

Key West Signature Sunset Sail with Live Music, Open Bar & Food

4.5(386)

2 hours

Key West, United States

Free cancellation
Likely to sell out

From

$72

Viator

Key West Reef Morning Snorkeling with Breakfast and Mimosas

4.5(696)

3 hours

Key West, United States

Free cancellation

From

$50

Boat & water experiences in Key West

River cruises, sailing, sunset boats, harbour tours

See all

Viator
Day Sailing Adventure in the Florida Marine Sanctuary
Escape the ordinary and embark on an unforgettable journey aboard our 50 foot sailboat, “Chao Lay”. Choose our popular 3-hour Day Sail through the Florida Keys Marine Sanctuary in Marathon, Florida. Our sailboat rides feature the perfect blend of natural beauty, maritime history, and the thrill of the open sea. Don't forget your camera – this is a photo opportunity you won't want to miss! Book your spot now and get ready to create memories that will last a lifetime.
5.0(44)
3 hours
Key West, United States
Free cancellation
From
$120
No similar experiences found
Musement
Private sandbar Tiki Bar cruise in Key West
Party like a local at one of the Key's backcountry sandbars on a custom tiki bar boat. Bring along 5 friends and your favorite drinks and snacks.
4 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$564
No similar experiences found
© Classic Harbor Line - Key West
Tiqets
Key West: Champagne Sunset Sail on Schooner America 2.0
Board the 105-foot Schooner America 2.0, a vessel inspired by the original 1851 design.
0.0(0)
2 hours
Key West, United States
Free cancellation
CatalanChineseDutch+14
From
$116
No similar experiences found
Viator
Cruisin Tikis Marathon - Sunset Tiki Cruise
Ready for the most beautiful 2 hours of your Florida Keys vacation? Forget crowded piers and noise—imagine yourself drifting peacefully as the sun melts into the beautiful water of the Florida Keys. Our 2-Hour Sunset Tiki Cruise transforms the spectacular Keys sunset into a private, moving masterpiece just for you. The Magic of the Sunset Cruise: Front-Row Seat to Nature’s Show: Glide across the tranquil, crystal-blue waters as the sky ignites in a breathtaking palette of reds, oranges, and pinks. You'll have the best, unobstructed view of the legendary Keys sunset from the comfort of your floating tiki bar. A Toast to Paradise: Whether you're celebrating a special occasion or simply savoring a perfect day, the sunset hour is magical. Bring your favorite beverages to toast the end of a perfect day as the stars begin to appear over the horizon. Secure your spot now and create a memory that will glow long after the sun goes down!
5.0(29)
2 hours
Key West, United States
Free cancellation
New
From
$99
No similar experiences found
Musement
Private morning Key West cruise
Make the most out of your time in the Keys with a glorious morning charter through the Key West harbor and Pearl Basin. Enjoy a private experience just for you and your party!
2 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$403
No similar experiences found
© Danger Charters
Tiqets
Key West: Wind & Wine Sunset Sail
Join a sailing trip on a historic schooner in Key West.
0.0(0)
2 hours
Key West, United States
Free cancellation
Instant confirmation
CzechDanishPortuguese+14
From
$117
No similar experiences found
Viator
Florida Keys Tiki Boat Tour Adventure
Embark on a lively 1.5-hour Tiki Fun Cruise through the stunning Florida Keys. Glide over crystal-clear waters on an authentic tiki bar boat, where you can savor your favorite drinks while soaking up the sun. Keep your eyes peeled for dolphins, sea turtles, and vibrant seabirds as your knowledgeable captain shares insider secrets and local history of the Keys. Choose between a picturesque scenic harbor cruise or a refreshing swim stop at a beautiful sandy beach. This tour promises to be a memorable highlight of your Florida adventure. - 1.5-hour cruise on a unique tiki bar boat - Spot dolphins, turtles, and seabirds in their natural habitat - Learn local history and fun facts from your captain - Choose between a scenic cruise or a swim stop at the beach
5.0(16)
2 hours
Key West, United States
Free cancellation
New
From
$85
No similar experiences found
Musement
Sunset Sail on Schooner America 2.0
Enjoy the Key West sunset on a premier sailing vessel on the Schooner America 2.0. Book your sunset cruise today!
5.0(1)
2 hours
Key West, United States
Free cancellation
Instant confirmation
From
$112
No similar experiences found

Viator

Day Sailing Adventure in the Florida Marine Sanctuary

5.0(44)

3 hours

Key West, United States

Free cancellation

From

$120

Musement

Private sandbar Tiki Bar cruise in Key West

4 hours

Key West, United States

Free cancellation
Instant confirmation

From

$564

Tiqets

Key West: Champagne Sunset Sail on Schooner America 2.0

0.0(0)

2 hours

Key West, United States

Free cancellation

From

$116

Viator

Cruisin Tikis Marathon - Sunset Tiki Cruise

5.0(29)

2 hours

Key West, United States

Free cancellation
New

From

$99

Musement

Private morning Key West cruise

2 hours

Key West, United States

Free cancellation
Instant confirmation

From

$403

Tiqets

Key West: Wind & Wine Sunset Sail

0.0(0)

2 hours

Key West, United States

Free cancellation
Instant confirmation

From

$117

Viator

Florida Keys Tiki Boat Tour Adventure

5.0(16)

2 hours

Key West, United States

Free cancellation
New

From

$85

Musement

Sunset Sail on Schooner America 2.0

5.0(1)

2 hours

Key West, United States

Free cancellation
Instant confirmation

From

$112

Cultural & historical in Key West

Museums, ruins, art collections, religious sites with expert guides

See all

Viator
Marathon Florida Keys Fishing Experience
Florida Keys Fishing Experience for the entire family. Serious fishing serious fun! Located in Marathon Key Florida, Wet Tails Charter will give you the charter fishing experience of a lifetime. It doesn’t matter if you are looking for a sunset cruise or to land the fish of a lifetime, Wet Tails Charters is here to make it happen. We offer 4,6,8 and 10hr fishing trips. Please remember if you had a great time to take care of your deck hand who works solely for tips.
5.0(39)
4 hours
Key West, United States
Free cancellation
Likely to sell out
From
$895
No similar experiences found
Tiqets
Key West Shipwreck Treasure Museum: Entry Ticket
Set sail for the 1800s and discover a trove of history at the Key West Shipwreck Treasure Museum.
5.0(1)
Key West, United States
Free cancellation
Instant confirmation
English
From
$19
No similar experiences found
Musement
Key West morning reef snorkeling
Book a unique snorkeling experience on Key West's fastest snorkeling boat. Begin with a light breakfast and swim with the marine life as they awake.
3 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$46
No similar experiences found
Viator
Key West Private 6-Person Sandbar & Snorkeling Charter
Your Day, Your Way! Step aboard our 24’ center console and discover the best of Key West’s stunning waters! Perfect for groups of up to six people, this private, captain-guided adventure takes you through crystal-clear waters to beautiful sandbars and unspoiled beaches that can only be reached by boat. With comfortable seating and a T-top for shade, you’ll have everything you need for a fun and relaxing day exploring the breathtaking beauty of the Florida Keys!
5.0(30)
4 hours
Key West, United States
Free cancellation
Private tour
Likely to sell out
From
$749
No similar experiences found
Musement
Key West Ghosts and Gravestones tour
Board the Trolley of the Doomed and explore Key West's most haunted locations!
1 hr 30 min
Key West, United States
Free cancellation
Instant confirmation
English
From
$40
No similar experiences found
Viator
Half-Day Backcountry Fishing Charter from Key West
On your 4-hour backcountry charter, we’ll fish the local waters within 13 miles of Key West, exploring grassy flats, mangrove islands, and shallow wrecks that hold an impressive variety of species. Depending on the season, expect to target tarpon, jacks, permit, barracuda, sharks, snappers, and cobia. This trip is the perfect amount of time to get a feel for the rich fishing grounds of Key West’s backcountry. What makes it different? You’ll be fishing with Captain Ryan—a lifelong angler and veteran who runs every trip himself. With a max of four anglers, you’ll have plenty of room to cast, relax, and get personalized insight into the area’s changing tides and seasonal patterns. It’s an easygoing trip with serious fishing potential—and a local’s perspective you won’t find on a bigger boat.
5.0(19)
4 hours
Key West, United States
Free cancellation
Private tour
Likely to sell out
From
$800
No similar experiences found
Musement
Conch Tour Train of Key West
Discover Key West on the world famous Conch Tour Train. Hop aboard this sightseeing adventure guided by locals and discover the charming island.
1 hr 10 min
Key West, United States
Free cancellation
Instant confirmation
English
From
$40
No similar experiences found
Viator
Key West Nighttime Full Moon Sail
Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1.5-hour sail by moonlight is perfect for date night or an evening out with family and friends. Departing in the evening as the moon comes up over Key West, enjoy star gazing opportunities and a moonlit sky as the boat glides through the majestic waters at night.
5.0(10)
1 hr 30 min
Key West, United States
Free cancellation
Likely to sell out
From
$84
No similar experiences found

Viator

Marathon Florida Keys Fishing Experience

5.0(39)

4 hours

Key West, United States

Free cancellation
Likely to sell out

From

$895

Tiqets

Key West Shipwreck Treasure Museum: Entry Ticket

5.0(1)

Key West, United States

Free cancellation
Instant confirmation

From

$19

Musement

Key West morning reef snorkeling

3 hours

Key West, United States

Free cancellation
Instant confirmation

From

$46

Viator

Key West Private 6-Person Sandbar & Snorkeling Charter

5.0(30)

4 hours

Key West, United States

Free cancellation
Private tour
Likely to sell out

From

$749

Musement

Key West Ghosts and Gravestones tour

1 hr 30 min

Key West, United States

Free cancellation
Instant confirmation

From

$40

Viator

Half-Day Backcountry Fishing Charter from Key West

5.0(19)

4 hours

Key West, United States

Free cancellation
Private tour
Likely to sell out

From

$800

Musement

Conch Tour Train of Key West

1 hr 10 min

Key West, United States

Free cancellation
Instant confirmation

From

$40

Viator

Key West Nighttime Full Moon Sail

5.0(10)

1 hr 30 min

Key West, United States

Free cancellation
Likely to sell out

From

$84

Outdoor & adventure in Key West

Bike tours, e-bikes, kayaking, rafting, anything outside

See all

Tiqets
Key West: Dolphin Watching Eco Tour
Grab your shades and swimsuit, and sail out across the glimmering Gulf of Mexico for a once-in-a-lifetime encounter with majestic bottlenose dolphins.
4.5(18)
3 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$97
No similar experiences found
Musement
All-Day Key West Beach Pass with Parasailing Ride
Admire the Key West landscape from above, spend an adventurous day at the beach and enjoy a jetski or kayak ride.
Key West, United States
Free cancellation
Instant confirmation
Skip the line
English
From
$107
No similar experiences found
Viator
Explore the Waters of Key West
Explore the vibrant & diverse underwater world of the Florida Keys with Salty Paws' Reef Snorkel Trip! Our experienced & knowledgeable crew will take you on a journey to the best snorkeling sites in the area, where you will witness breathtaking views of colorful coral reefs, tropical fish, and other marine life all of which call the reef home. Our Reef Snorkel Trip is perfect for both beginners & experienced snorkelers. Our crew will provide you with snorkeling gear and give you a safety briefing before entering the water. You'll be amazed at the sights you'll see and the memories you'll make during this once in a lifetime experience. During the trip, our experienced captains will take you to some of the most stunning locations around the reef where you can snorkel among the vibrant coral formations and observe an incredible range of marine creatures, including colorful fish, sea turtles, and even dolphins. All of which call the reef home.
5.0(15)
4 hours
Key West, United States
Free cancellation
Private tour
From
$700
No similar experiences found
Tiqets
Glass Bottom Boat Key West
Get a new sense of the ocean floor on this underwater safari, while staying warm and dry. The Glass Bottom Boat will ferry you across the Gulf of Mexico in a luxurious catamaran outfitted with a glass-floored viewing deck.
4.2(6)
2 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$85
No similar experiences found
Musement
Smathers Beach parasailing ride
Enjoy the view of the beach from above, live an unforgettable experience with your friends and fly above the Key West landscapes.
1 hour
Key West, United States
Skip the line
English
From
$86
No similar experiences found
Viator
8 Hour Shared Offshore Fishing Adventure in Key West
Experience the Thrill of Offshore Fishing in Key West Join us for a 4-hour shared deep-sea fishing adventure aboard a top-tier 6-passenger sportfishing boat(max is 6 on a boat)! This trip is perfect for solo anglers or small groups looking to target some of the most exciting offshore species in the waters off Key West. What to Expect Target Species: Depending on the season, you’ll chase Mahi-Mahi, Tuna, Wahoo, Sailfish, Kingfish, and more! Expert Crew: Our experienced captain and mate will guide you every step of the way. Top-Notch Gear: High-quality rods, reels, and tackle are provided! Comfort & Convenience: With a max of 6 guests, you'll have plenty of space to fish and enjoy the experience. Trip Details: Duration: 4 hours Departure: Leaves from Key West Group Size: Max 6 anglers (shared trip) Languages: English Whether you're a seasoned fisherman or a first-timer, this is your chance to experience world-class offshore fishing in Key West! Book your spot now!
5.0(13)
8 hours
Key West, United States
Free cancellation
From
$300
No similar experiences found
Tiqets
Key West: Morning Snorkel Tour
With the sun on your back and North America's only living coral reef stretching beneath you, this is one Florida snorkeling trip you won't forget.
4.8(5)
3 hours
Key West, United States
Free cancellation
Instant confirmation
EnglishCzechCatalan+14
From
$69
No similar experiences found
Musement
Key West Seaport parasailing ride
Admire the Key West region from above, enjoy a ride with the oldest parasailing company in Florida and bring home unforgettable memories.
1 hour
Key West, United States
Free cancellation
Instant confirmation
Skip the line
English
From
$86
No similar experiences found

Tiqets

Key West: Dolphin Watching Eco Tour

4.5(18)

3 hours

Key West, United States

Free cancellation
Instant confirmation

From

$97

Musement

All-Day Key West Beach Pass with Parasailing Ride

Key West, United States

Free cancellation
Instant confirmation
Skip the line

From

$107

Viator

Explore the Waters of Key West

5.0(15)

4 hours

Key West, United States

Free cancellation
Private tour

From

$700

Tiqets

Glass Bottom Boat Key West

4.2(6)

2 hours

Key West, United States

Free cancellation
Instant confirmation

From

$85

Musement

Smathers Beach parasailing ride

1 hour

Key West, United States

Skip the line

From

$86

Viator

8 Hour Shared Offshore Fishing Adventure in Key West

5.0(13)

8 hours

Key West, United States

Free cancellation

From

$300

Tiqets

Key West: Morning Snorkel Tour

4.8(5)

3 hours

Key West, United States

Free cancellation
Instant confirmation

From

$69

Musement

Key West Seaport parasailing ride

1 hour

Key West, United States

Free cancellation
Instant confirmation
Skip the line

From

$86

Specialty rides & experiences in Key West

Vespa, golf cart, hot-air balloon, vintage car - unique ways to see the city

See all

Musement
Old Town Trolley Key West
Explore Key West at your own pace with this hop-on, hop-off trolley tour of the city's best sights.
1 hr 30 min
Key West, United States
Free cancellation
Instant confirmation
From
$56
No similar experiences found
Tiqets
Key West: Hop-on Hop-off Old Town Trolley
Make your Key West stay as memorable as possible with an Old Town Trolley Tour. Get a local's eye-view of all of the landmarks and attractions, while you take a relaxing toodle around.
4.8(4)
Key West, United States
Free cancellation
Instant confirmation
English
From
$56
No similar experiences found
Viator
Key West Golf Cart Sober Driver Tours
The main goal is to keep you safe with a SOBER driver. Let us take you on a guided golf cart tour around Key West with a seasoned and sober driver to stay out of trouble! Not only will you likely not know where you're going, but there are rules of the road in Key West for golf carts that folks do not know about and you can end up in trouble / aka: D.U.I. ! So, getting past that, Your pickup point can vary to your wish! We will gladly pick you up and drop you off at your hotel. Now the fun! We will cruise past Jimmy Buffett's studio, Mallory Square, Sloppy Joe's and Hog's Breath Saloon just to name a few of the great popular party places. Just let us know where you want to go and we will get you there (and back) safely! If you are wanting to party down we can help you get back home without the ticket!
4.5(2)
3 hours - 4 hours
Key West, United States
Free cancellation
New
From
$525
No similar experiences found
Musement
Key West pub crawl
Take a fun-filled pub crawl around festive bars on the Key West Pub Crawl. Book now on Musement!
2 hr 50 min
Key West, United States
Free cancellation
Instant confirmation
English
From
$38
No similar experiences found
Tiqets
Key West Conch Tour Train
Hop aboard the Key West Conch Tour Train and explore the historic island city with the sea breeze in your hair.
4.5(4)
1 hour
Key West, United States
Free cancellation
Instant confirmation
English
From
$45
No similar experiences found
Musement
Old Town Trolley tours of Key West
Explore Key West at your own pace with this hop-on, hop-off trolley tour of the city's best sights.
1 hr 30 min
Key West, United States
Free cancellation
Instant confirmation
From
$50
No similar experiences found

Musement

Old Town Trolley Key West

1 hr 30 min

Key West, United States

Free cancellation
Instant confirmation

From

$56

Tiqets

Key West: Hop-on Hop-off Old Town Trolley

4.8(4)

Key West, United States

Free cancellation
Instant confirmation

From

$56

Viator

Key West Golf Cart Sober Driver Tours

4.5(2)

3 hours - 4 hours

Key West, United States

Free cancellation
New

From

$525

Musement

Key West pub crawl

2 hr 50 min

Key West, United States

Free cancellation
Instant confirmation

From

$38

Tiqets

Key West Conch Tour Train

4.5(4)

1 hour

Key West, United States

Free cancellation
Instant confirmation

From

$45

Musement

Old Town Trolley tours of Key West

1 hr 30 min

Key West, United States

Free cancellation
Instant confirmation

From

$50

Day trips & excursions in Key West

Half-day to full-day trips out of the city - Pompeii, Tivoli, Tuscany, you name it

See all

Musement
Fishing boat party in Key West
Take part in a fishing boat party trip, enjoy an unforgettable experience with your friends and catch your own fish.
5 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$85
No similar experiences found
© Fish Monster Island Jane
Tiqets
FishMonster Classic: Flats And Backcountry Fishing
Visit the flats of Key West and the lower Keys, where various fish including permit, bonefish, tarpon, barracudas, sharks, and jacks are located in the clear waters.
0.0(0)
Key West, United States
Free cancellation
Instant confirmation
EnglishSwedishRussian+14
From
$525
No similar experiences found
Viator
Key West Private Fishing Charters- 4 HRS 36 FT HATTERAS COWBOY
Experience an Unforgettable Fishing Adventure in Key West! Join us for an exhilarating private deep-sea fishing adventure on the vibrant waters of Key West. Led by a skilled and experienced captain, our charters cater to both seasoned anglers and first-timers, ensuring an unforgettable experience. Reel in magnificent mahi, wahoo, sailfish, and more. Our knowledgeable crew will guide you to prime fishing spots, employing techniques like trolling, reef, or wreck fishing and many more to maximize your chances of landing a trophy catch. Choose from flexible charter options: 1/2-day, 3/4-day, full-day, or extended 10-12 hour trips tailored to your preferences. Our 36-foot Hatteras "Cowboy" offers comfort and safety with clean facilities, restrooms, , a flybridge, and state-of-the-art equipment. Book now and discover why our private charters are the ultimate choice for a thrilling day on the water in Key West.
5.0(5)
4 hours - 12 hours
Key West, United States
Free cancellation
Private tour
From
$850
No similar experiences found
Musement
Key West sunset Tiki Boat cruise
Gather 5 fun-loving friends, your favorite cocktails and a couple of snacks, and toast the sunset on a custom tiki boat charter. Explore the turquoise waters of Key West and the Florida Keys without having to worry about a thing!
2 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$81
No similar experiences found
© Key West Promotions
Tiqets
Private Key West: Sandbar Trip on a Tiki Boat
Take part in the lively ambience of the Florida Keys Back Country sand bars. Observe diverse wildlife such as rays, turtles, various fish, and occasionally dolphins in their natural habitat.
0.0(0)
4 hours
Key West, United States
Free cancellation
Instant confirmation
EnglishItalianJapanese+14
From
$564
No similar experiences found
Viator
Experience Florida Keys Boat Charter Private Tour
Cruise the beautiful waters of the Florida Keys on an authentic tiki bar boat during this 1.5-hour Tiki Fun Cruise. Sip your favorite beverage while soaking in the sun and taking in stunning views of luxurious homes and coastal landscapes. Keep your eyes peeled for dolphins, sea turtles, and tropical seabirds as you glide over the crystal-clear waters. You can choose between a scenic harbor cruise or an island swim stop at a sandy beach for a refreshing dip in the turquoise sea. This is the perfect way to create unforgettable memories in paradise. - Enjoy a leisurely 1.5-hour cruise on a tiki bar boat - Spot local wildlife, including dolphins and sea turtles - Customize your cruise with a scenic harbor tour or beach swim - Knowledgeable Captain shares local history and fun facts
5.0(2)
1 hr 30 min
Key West, United States
Free cancellation
Private tour
New
From
$460
No similar experiences found
Musement
Private 2-hour Tiki Boat cruise in Key West
Gather 5 fun-loving friends, your favorite cocktails and a couple of snacks, and get ready for an unforgettable afternoon tiki boat party in Key West!
2 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$403
No similar experiences found
© Mermaid Charters Key West
Tiqets
Island Excursion & Dolphin Watching
Spend a day off the coast of Key West at an exclusive island or sandbar known primarily to local residents.
0.0(0)
4 hours
Key West, United States
Free cancellation
Instant confirmation
EnglishItalianPolish+14
From
$699
No similar experiences found

Musement

Fishing boat party in Key West

5 hours

Key West, United States

Free cancellation
Instant confirmation

From

$85

Tiqets

FishMonster Classic: Flats And Backcountry Fishing

0.0(0)

Key West, United States

Free cancellation
Instant confirmation

From

$525

Viator

Key West Private Fishing Charters- 4 HRS 36 FT HATTERAS COWBOY

5.0(5)

4 hours - 12 hours

Key West, United States

Free cancellation
Private tour

From

$850

Musement

Key West sunset Tiki Boat cruise

2 hours

Key West, United States

Free cancellation
Instant confirmation

From

$81

Tiqets

Private Key West: Sandbar Trip on a Tiki Boat

0.0(0)

4 hours

Key West, United States

Free cancellation
Instant confirmation

From

$564

Viator

Experience Florida Keys Boat Charter Private Tour

5.0(2)

1 hr 30 min

Key West, United States

Free cancellation
Private tour
New

From

$460

Musement

Private 2-hour Tiki Boat cruise in Key West

2 hours

Key West, United States

Free cancellation
Instant confirmation

From

$403

Tiqets

Island Excursion & Dolphin Watching

0.0(0)

4 hours

Key West, United States

Free cancellation
Instant confirmation

From

$699

Family-friendly in Key West

Tours and activities chosen for kids, teens, and multi-generational groups

See all

Tiqets
Key West Aquarium: Entry Ticket
Get immersed in a world of watery wonders at Key West Aquarium.
4.4(14)
Key West, United States
Free cancellation
Instant confirmation
English
From
$23
No similar experiences found
Viator
Boat Excursion in Florida Keys with Snorkeling Equipment
Trips are customizable - to a point. Your friendly, knowledgeable guide has experience with all sorts of ocean activities and knows the waters around the Lower Keys really well. So there are a few different areas to choose from on where to go and we can decide based on weather, wind, etc. There is the option to bring up to 2 kayaks ($25 rental fee per kayak). Snorkel equipment available (just let us know in advance sizes). The guide would be glad to hop in and point things out just let him know ahead of time. Possibility of seeing dolphins. We love the ocean and have a passion for being on or under the water! Also we are kid friendly!
5.0(22)
4 hours
Key West, United States
Free cancellation
Private tour
From
$700
No similar experiences found
© Fury Water Adventures
Tiqets
Ultimate Adventure at Fury Water Adventures
If you're not afraid to get wet, prepare to experience the action-packed, adrenaline-pumping watersports thrill of a lifetime on an Ultimate Adventure!
0.0(0)
Key West, United States
Free cancellation
Instant confirmation
EnglishCatalanRussian+14
From
$173
No similar experiences found
Viator
Private Looe Key Snorkel from Big Pine Key
Looe Key Marine Sanctuary is part of the Great Florida Reef, the only coral reef in the continental USA, and the third largest barrier reef system after the Great Barrier Reef in Australia, and the Palancar Reef in Mexico and Belize. It is a special place for snorkeling.
5.0(445)
3 hours
Key West, United States
Free cancellation
Private tour
From
$599
No similar experiences found
Viator
Shark and Wildlife Viewing Adventure in Key West
This is the only shark tour in the USA and to our knowledge the only tour where guests do not get in the water to view the sharks. Delight in close-up views of sharks and a variety of other marine life. In this eco-friendly catamaran, travel through shallow waters to a location a few miles from shore, observing dolphins, stingrays, barracudas and native birds along the way. Bait is used to attract lemon, nurse and other types of sharks to the side of the boat. Learn all about Key West wildlife and enjoy complimentary soda, juice and chips throughout this family-friendly tour.
5.0(3324)
2 hours
Key West, United States
Free cancellation
Likely to sell out
From
$99
No similar experiences found
Viator
Guided Bike Tour of Old Town Key West
Ride with Key Lime Bike Tours for a truly unique and unforgettable Key West experience! See the islands top attractions with your own friendly knowledgable guide! Cruise Old Town, visit iconic landmarks, and hear stories about some of the colorful characters that have called Key West home. You will get the best Key West photos and see more in two hours then most visitors see their entire trip to Key West. Ride a bike from the Gulf to the Atlantic and see the Southernmost from Coast to Coast! Voted Key Wests #1 Land Excursion 10 years in a row! ALL OF OUR AMAZING RIDERS ALSO RECEIVE DISCOUNTS ON BIKE RENTALS AND OUR AWESOME MERCH! Cold bottled water and Key Lime pie included!
4.9(2719)
2 hours
Key West, United States
Free cancellation
From
$59
No similar experiences found
Viator
Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres
The Wind & Wine Sunset Sail offers a boutique experience unlike any other in Key West! This isn’t your typical party boat—it’s a calm, uncrowded sail aboard a historic schooner with an intimate, relaxed vibe. You’ll enjoy a guided tasting of fine wines from around the world, along with a selection of craft and domestic beers and light hors d'oeuvres including crudites, meats, cheeses, crackers, fruit, and chocolate. With small group sizes, there’s plenty of space to move around and enjoy the view without the crowds. It’s perfect for a romantic date or a fun evening with friends—upscale, but never uptight. What really sets this trip apart is the crew. They’re fun, welcoming, and passionate about what they do—ready to pour your next glass, share a story, or make sure you’re having a great time. Add in a Key West sunset, and you’ve got one of the most unique and enjoyable evenings on the water!
4.9(1460)
2 hours
Key West, United States
Free cancellation
Likely to sell out
From
$135
No similar experiences found
Viator
Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West
Depart the island of Key West & enjoy a full day of sightseeing along the iconic Overseas Highway! You'll travel halfway up the keys to Marathon and stop along the way to explore the natural splendor and man-made wonders of the Florida Keys. Such stops will include the Florida Keys Aquarium Encounters, Bahia Honda State Park, and the Blue Hole on the National Key Deer Refuge. Your driver will provide fun and interesting commentary along the way. This tour will have a maximum group size of 12, with filtered water, lunch, and entry fees included. Customizable for private tours, call to make your tour private!
4.9(36)
7 hours
Key West, United States
Free cancellation
From
$169
No similar experiences found

Tiqets

Key West Aquarium: Entry Ticket

4.4(14)

Key West, United States

Free cancellation
Instant confirmation

From

$23

Viator

Boat Excursion in Florida Keys with Snorkeling Equipment

5.0(22)

4 hours

Key West, United States

Free cancellation
Private tour

From

$700

Tiqets

Ultimate Adventure at Fury Water Adventures

0.0(0)

Key West, United States

Free cancellation
Instant confirmation

From

$173

Viator

Private Looe Key Snorkel from Big Pine Key

5.0(445)

3 hours

Key West, United States

Free cancellation
Private tour

From

$599

Viator

Shark and Wildlife Viewing Adventure in Key West

5.0(3324)

2 hours

Key West, United States

Free cancellation
Likely to sell out

From

$99

Viator

Guided Bike Tour of Old Town Key West

4.9(2719)

2 hours

Key West, United States

Free cancellation

From

$59

Viator

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres

4.9(1460)

2 hours

Key West, United States

Free cancellation
Likely to sell out

From

$135

Viator

Full-Day Tour of Florida Keys Including Aquarium Encounters from Key West

4.9(36)

7 hours

Key West, United States

Free cancellation

From

$169

Transportation & transfers in Key West

Airport pickups, point-to-point transfers, and city transport

See all

Viator
Private Luxury Sandbar Excursion
Hey there, I’m Captain Zak; just a guy with a boat who loves showing off Key West and sharing good times on the water. Whether you’re into sandbar hopping, snorkeling, or soaking up one of those legendary Key West sunsets, I’m all about creating the perfect day for you and your crew. Let me know what you’d love to do while you’re here, and together we’ll design a sandbar cruise that’s completely personalized, relaxed, and unforgettable. From hidden sandbars to vibrant reefs, it’s all about seeing my backyard playground—The Fabulous Florida Keys—like a local. Climb aboard the Casual Monday and let’s make some memories in paradise. See you on the water! Captain Zak
5.0(32)
4 hours
Key West, United States
Free cancellation
Private tour
Likely to sell out
From
$1,200
No similar experiences found
Viator
Florida Keys Sunset Cruise with Champagne Toast and Seafood
Witness a breathtaking Florida Keys sunset aboard Island Girls Excursions. Departing from Skipjack Resort & Marina, this serene cruise includes a complimentary champagne toast and seasonal local seafood appetizers such as fresh Florida stone crab or shrimp (when in season), offering an authentic taste of the region. Our spacious 52’ catamaran provides a smooth, comfortable ride — perfect for couples, families, and small groups seeking relaxation with panoramic ocean views. Enjoy island music, warm breezes, and vibrant sunset colors as the day fades into tropical paradise. Departure times adjust seasonally to align with the actual sunset, ensuring you experience the most spectacular sky colors possible. Your confirmed departure time will be reflected in your booking confirmation.
5.0(23)
2 hours
Key West, United States
Free cancellation
Special offer
New
From
$65
No similar experiences found
Viator
The Keys at Golden Hour Ultimate Private Sunset Tiki Cruise
Drift into tranquility on this private 2-Hour Sunset Tiki Cruise and witness the stunning sunset over the Florida Keys. Glide across crystal-blue waters as the sky transforms into a vibrant canvas of colors, providing an unforgettable backdrop for your evening. Bring your favorite beverages to toast the day's end in a romantic and relaxing atmosphere. Capture unique photo opportunities with breathtaking reflections in the water, making this experience perfect for couples or anyone looking to unwind after a day of exploration. - Enjoy a serene 2-hour cruise on the tranquil waters of the Florida Keys - Front-row seat to a spectacular sunset with unobstructed views - Bring your own beverages for a personal touch during the cruise - Perfect for couples or those seeking a relaxing escape after sightseeing
5.0(6)
2 hours
Key West, United States
Free cancellation
Private tour
New
From
$599
No similar experiences found
Viator
Private Key West Fishing & Sandbar or Snorkel Charter
1 Traveler is equivalent to reserving the entire boat. (Up to 6 Guests) Explore the vibrant waters of Key West on a fully custom private charter designed for up to 6 guests. Enjoy family-friendly bottom fishing, where all bait and equipment are provided, ensuring a fun-filled fishing experience. We will be targeting grouper, barracuda, yellowtail snapper, mangrove snapper, sharks & much more. After reeling in your catch, choose between relaxing at a stunning sandbar or go on a reef snorkeling adventure in crystal-clear waters with our expert captain guiding you to the best spots. Dive into this unforgettable adventure that caters to families and ocean lovers alike, complete with all necessary gear for both activities. Highlights - Private 4-hour charter for up to 6 guests - Family-friendly bottom fishing with included bait and equipment - Choose between a beautiful sandbar experience with lily pad float or snorkeling - All snorkeling gear provided for your convenience
5.0(1)
4 hours
Key West, United States
Free cancellation
Private tour
From
$875
No similar experiences found
Viator
Private Boat Charter Key West, Dolphin Tour, Snorkeling & Sandbar
Escape the crowds and discover hidden sandbars on a private eco tour through Key West’s backcountry waters. Swim, snorkel, or simply relax on pristine beaches only accessible by boat, with a flexible itinerary customized just for you. • Watch wild dolphins in their natural habitat • Private eco-friendly tour, just for your group • Cruise Key West’s beautiful backcountry waters • Flexible departure times to fit your schedule • Learn about marine life from a local guide
5.0(31)
3 hours
Key West, United States
Free cancellation
Private tour
From
$810
No similar experiences found
Viator
Private Sunset Cruise around Key West
Visit Stockislandboatcharters.com for alternate availabilities and pricing. Embark on a tour around the island of Key West on our 20 foot pioneer center console. Your guide will be talking you through many points of interest around the island. Make sure to keep an eye out for wildlife throughout the tour. About 20 minutes before the sunset, your captain will find a quiet and private spot to watch the sun drop into the water uninterrupted by other boats, people, or land!
5.0(66)
2 hours
Key West, United States
Free cancellation
Private tour
Likely to sell out
From
$400
No similar experiences found
Viator
The Original Key West Island Jet Ski Tour from Barefoot Billy's
Billy started his Island Jet Ski Tour in 1992. There are many imitators, but only one Original Island Jet Ski tour! Our guides are licensed and local, so they know the waters surrounding our island like their backyard - because it is! Full Island Loop: You completely circle Key West, a trek that is impossible for most larger boats due to shallow backcountry waters. Sightseeing from the Water: You get unique vantage points of famous landmarks, including the Southernmost Point buoy, Mallory Square, and Sunset Key. Marine Life: The route passes through the Key West backcountry (mangroves), where it's common to spot dolphins, sea turtles, rays, and tropical birds. Freestyle "Play" Time: Unlike strictly regimented tours, this includes a dedicated "free play" segment where you can go full throttle, practice carves, or jump wakes in a safe, open-water zone.
4.9(370)
1 hr 30 min
Key West, United States
Free cancellation
From
$156
No similar experiences found
Viator
Reef Snorkel Adventure at Sombrero Key Light Reef
Discover the vibrant underwater ecosystem of the Florida Keys on a Reef Snorkel Adventure to the renowned Sombrero Key Light Reef. Aboard the luxurious Marathon Mermaid, glide through the crystal-clear waters for an unforgettable snorkeling experience. This 3-hour excursion invites all ages to explore the colorful coral and diverse marine life, guided by a knowledgeable crew dedicated to your safety and enjoyment. After your underwater exploration, relax on the return trip while savoring fresh fruit and refreshing beverages, reminiscing about the aquatic wonders you’ve encountered.
4.9(38)
3 hours
Key West, United States
Free cancellation
New
From
$96
No similar experiences found

Viator

Private Luxury Sandbar Excursion

5.0(32)

4 hours

Key West, United States

Free cancellation
Private tour
Likely to sell out

From

$1,200

Viator

Florida Keys Sunset Cruise with Champagne Toast and Seafood

5.0(23)

2 hours

Key West, United States

Free cancellation
Special offer
New

From

$65

Viator

The Keys at Golden Hour Ultimate Private Sunset Tiki Cruise

5.0(6)

2 hours

Key West, United States

Free cancellation
Private tour
New

From

$599

Viator

Private Key West Fishing & Sandbar or Snorkel Charter

5.0(1)

4 hours

Key West, United States

Free cancellation
Private tour

From

$875

Viator

Private Boat Charter Key West, Dolphin Tour, Snorkeling & Sandbar

5.0(31)

3 hours

Key West, United States

Free cancellation
Private tour

From

$810

Viator

Private Sunset Cruise around Key West

5.0(66)

2 hours

Key West, United States

Free cancellation
Private tour
Likely to sell out

From

$400

Viator

The Original Key West Island Jet Ski Tour from Barefoot Billy's

4.9(370)

1 hr 30 min

Key West, United States

Free cancellation

From

$156

Viator

Reef Snorkel Adventure at Sombrero Key Light Reef

4.9(38)

3 hours

Key West, United States

Free cancellation
New

From

$96

Private & luxury experiences in Key West

Private guides, VIP access, after-hours tours, premium small-group

See all

Viator
Florida Keys Backcountry Eco Tour from Big Pine Key
This 2 hour Eco Tour will take you by boat to explore the Backcountry of the Florida Keys. We will cruise through the mangrove islands that make up the Backcountry and Great White Heron National Wildlife Refuge. We will slow down and look for marine life and birdlife. Maybe see a turtle or dolphin. We will take you through "Skinny Water" and look for starfish, rays and sharks. It's a fun adventure not to be missed when visiting the Keys.
5.0(32)
2 hours
Key West, United States
Free cancellation
Private tour
From
$450
No similar experiences found
Viator
Private Boat Tour of Flagler's Famous Bridges from Big Pine Key
This 1-hour boat ride/loop starts at the Spanish Harbor Bridge and goes up to the Bahia Honda Bridge and the Seven Mile Bridge. We’ll cruise up the bay side and back down the ocean side (or vice versa). Learn the history of the bridges and the Flagler Railway, and see mangroves and beaches. A great way to see the keys!
5.0(18)
1 hour
Key West, United States
Free cancellation
Private tour
From
$400
No similar experiences found
Viator
4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy
Get ready for an exhilarating adventure on the vibrant waters of Key West with our private deep sea fishing charters. Led by the skilled and experienced Captain, our team is dedicated to making your fishing trip unforgettable. Reel in the fight of a lifetime as you battle magnificent mahi, king mackerel, sailfish, and more. Our knowledgeable captain and mate will guide you to the sharky hotspots and employ various techniques, including trolling and bottom fishing, to maximize your chances of landing a trophy catch. We believe in providing personalized service. Whether you're a seasoned angler or a curious first-timer, we'll tailor the experience to your skill level and preferences. We offer well-equipped vessels, clean facilities, and essential safety gear for a smooth journey
5.0(11)
4 hours
Key West, United States
Free cancellation
Private tour
From
$950
No similar experiences found
Viator
PRIVATE Key West Haunted History Walking Tour
Walk through Old Town Key West with a long-time local, hear the haunted history of Key West, her beautiful historic mansions, and visit a haunted bar or two. This is private tour is customizable, meaning you can request to adjust the meeting point to better suit your day, and even request what kind of stories you'd like to hear. Perfect for wedding party, couples, family & friends, bachelor/bachelorette, birthdays, reunion, corporate groups, and more! We walk past at least 5 haunted mansions and visit two haunted bars. Total distance is around 1 mile. Libations for purchase are available along the way, if you so choose. The best part about your own private tour is you can ask questions and customize the kinds of stories you want to hear! Feel free to include notes in your booking about: - what you want to know about the spooky side of Key West - if you're celebrating an event - mobility challenges or other needs we can accommodate - if you have kids, their level of 'spooky'
5.0(10)
1 hr 30 min - 2 hours
Key West, United States
Free cancellation
Private tour
Likely to sell out
From
$138
No similar experiences found
Viator
Private Afternoon Snorkel with Sunset Sail in Key West
Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that special someone! Soak up the afternoon sun and cool off in the bright aqua waters of the Keys as you snorkel and explore Florida's amazing natural wildlife with up to five others, before sailing back to shore at sunset.
5.0(4)
4 hours
Key West, United States
Free cancellation
Private tour
From
$995
No similar experiences found
Viator
Escape Rooms Outdoors on the Waters of Key West!
Choose your adventure! Castaway, Mermaid, or Conch Quest !! Each charter is four (4) hours, with the escape game being one hour of the adventure (Conch Quest adventure is several hours). You will board a large, comfortable deck boat with an experienced captain who will take you to a few beautiful locations for snorkeling, playing the escape adventure, and relaxing and eating/drinking for the remaining time. We provide all safety gear, snorkel gear, ice, bottled water. You provide your own food/drink/towels. Book today!
5.0(4)
4 hours
Key West, United States
Free cancellation
Private tour
Likely to sell out
From
$500
No similar experiences found
Viator
Half Day Luxury Boat Tour in Key West with Snorkeling
Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group exploring with stops like Fort Zachary Taylor Historic State Park, U.S. Coast Guard Cutter Ingham Maritime Museum, Smathers Beach, Southernmost Point of your list.
5.0(3)
4 hours
Key West, United States
Free cancellation
Private tour
From
$700
No similar experiences found
Viator
Private Sandbar Charter & Island Escape in Key West
Explore the crystal-clear waters and pristine sandbar islands that surround the Florida Keys. This private sandbar charter is fully customizable—whether you’re looking to relax with a drink in hand, explore the local marine sanctuary, or simply enjoy a laid-back day on the water. Your captain will tailor the experience to your preferences, taking you to the best sandbar spots and providing everything you need for a carefree day in paradise. Enjoy sunshine, calm waters, and unforgettable views of Key West’s natural beauty. This is the ultimate way to experience the islands—your day, your way, in the heart of the Florida Keys.
5.0(2)
4 hours
Key West, United States
Free cancellation
Private tour
From
$800
No similar experiences found

Viator

Florida Keys Backcountry Eco Tour from Big Pine Key

5.0(32)

2 hours

Key West, United States

Free cancellation
Private tour

From

$450

Viator

Private Boat Tour of Flagler's Famous Bridges from Big Pine Key

5.0(18)

1 hour

Key West, United States

Free cancellation
Private tour

From

$400

Viator

4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy

5.0(11)

4 hours

Key West, United States

Free cancellation
Private tour

From

$950

Viator

PRIVATE Key West Haunted History Walking Tour

5.0(10)

1 hr 30 min - 2 hours

Key West, United States

Free cancellation
Private tour
Likely to sell out

From

$138

Viator

Private Afternoon Snorkel with Sunset Sail in Key West

5.0(4)

4 hours

Key West, United States

Free cancellation
Private tour

From

$995

Viator

Escape Rooms Outdoors on the Waters of Key West!

5.0(4)

4 hours

Key West, United States

Free cancellation
Private tour
Likely to sell out

From

$500

Viator

Half Day Luxury Boat Tour in Key West with Snorkeling

5.0(3)

4 hours

Key West, United States

Free cancellation
Private tour

From

$700

Viator

Private Sandbar Charter & Island Escape in Key West

5.0(2)

4 hours

Key West, United States

Free cancellation
Private tour

From

$800

Key West tour FAQs

Common questions about booking Key West experiences through SimilarTours

What's the best time to visit Key West for fishing and water tours?

Winter and spring (November-April) bring the calmest seas and best offshore conditions, while summer can be warm but occasionally rough. Year-round fishing is possible, though specific species peak at different times - check with your charter operator before booking to match the season with what you want to catch.

How far ahead should I book popular charters?

Fishing charters and sandbar trips fill up quickly, especially in peak season (December-March). Booking 2-4 weeks ahead is smart for popular operators, though you'll often find last-minute availability if you're flexible. Check before you go for exact availability windows.

Are private charters worth the extra cost over group trips?

If you want to customize your itinerary, control the pace, or fish specific areas, private charters shine. You'll get the captain's full attention and can mix activities - say, fishing then snorkeling at a sandbar - without compromising. Group trips are cheaper and still excellent if you're happy going where the operator's planned.

What should I expect to be included in a full-day charter?

Most full-day trips include the boat, fuel, crew, and fishing gear or snorkeling equipment. Lunch, drinks, and tackle sometimes come with it - some don't. Always confirm what's provided before booking, as inclusions vary widely between operators.

Is getting to the Dry Tortugas worth the boat ride?

Yes, if you can handle 70 minutes each way. You'll see untouched reefs, shipwrecks, and Fort Jefferson in one of the few truly remote US spots. Luxury private boats make the journey smoother than group ferries, and combined fishing-snorkeling trips maximize your time out there.

Can non-fishers enjoy these trips, or is it anglers-only?

Absolutely. Sandbar charters, island excursions, and snorkeling-focused trips welcome everyone. Even on fishing charters, passengers who don't fish can swim, snorkel, and relax while anglers work - many families do exactly that.

Do I need my own gear, or is everything provided?

Fishing rods, snorkeling equipment, and safety gear come with your charter. Bring your own only if you prefer specific rigs or have particular needs. Check before you go on what extras you might want, like underwater cameras or extra sunscreen.