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

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Viator
Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres
Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on one of Sebago's modern sailing catamarans while sipping sparkling wine or your favorite cocktail and feasting on shrimp cocktail on your way to the best sunset viewing spot. You'll enjoy twilight views of the island as you watch the famous Key West sunset from the water. Now featuring live music from local Key West Musicians!
4.7(3740)
2 hours
Key West, United States
Free cancellation
Likely to sell out
English
From
$79
No similar experiences found
Headout
Key West Aquarium
If you are an aspiring ichthyologist or marine biologist or just simply curious about the world below ours, this tour is designed especially for you.
3.7(3)
2 hours
Key West, United States
Free cancellation
Instant confirmation
EnglishSpanishFrench+13
From
$23
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
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
Key West Ghosts and Gravestones Trolley Tour
Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the narrow, dark streets of Old Town and hear stories from your guide about the island’s haunted history. This ghost and gravestone tour of Key West offers you an in-depth look into the strange and gloomy past of the Southernmost City.
4.4(1321)
1 hour
Key West, United States
Free cancellation
English
From
$40
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
Viator
Key West Conch Tour Train
Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining visitors to the ‘Island City’ for decades. Learn about the history of the train, a tribute to Henry Flagler's engineering miracle when he brought the railroad to Key West in 1912, and explore this charming tropical paradise on a leisurely train ride around the island!
4.4(861)
1 hour
Key West, United States
Free cancellation
English
From
$45
No similar experiences found
Viator
Guided Clear Kayak Eco-Tour Near Key West
100% Clear Kayaks: Unlike traditional kayaks, ours are completely see-through. As you paddle, you'll have a front-row seat to the vibrant marine life beneath the blueish-green waters. Eco-Tours with Marine Viewing: Our eco-tours immerse you in the rich ecosystem of the Florida Keys. Watch for starfish, nurse sharks, jellyfish, stingrays, and many other marine creatures as they go about their daily lives just inches beneath your kayak. Journey through Mangroves: The tour takes you through the pristine mangroves of Sugarloaf Key, offering a scenic and serene experience that's both refreshing and educational. You'll get to witness the delicate balance of life in these important coastal habitats. If the tide is too low or too high, your guide may adjust the route to ensure the best experience. Expert Guides: They're trained to prioritize safety while sharing interesting facts about the area's marine life and ecosystem.
4.9(703)
2 hours
Key West, United States
Free cancellation
Likely to sell out
English
From
$79
No similar experiences found

Viator

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres

4.7(3740)

2 hours

Key West, United States

Free cancellation
Likely to sell out

From

$79

Headout

Key West Aquarium

3.7(3)

2 hours

Key West, United States

Free cancellation
Instant confirmation

From

$23

Tiqets

Truman Little White House: Entry Ticket

4.8(10)

Key West, United States

Free cancellation
Instant confirmation

From

$26

Musement

Key West Aquarium tickets

Key West, United States

Instant confirmation
Skip the line

From

$23

Viator

Key West Ghosts and Gravestones Trolley Tour

4.4(1321)

1 hour

Key West, United States

Free cancellation

From

$40

Tiqets

Key West Shipwreck Treasure Museum: Entry Ticket

5.0(1)

Key West, United States

Free cancellation
Instant confirmation

From

$19

Viator

Key West Conch Tour Train

4.4(861)

1 hour

Key West, United States

Free cancellation

From

$45

Viator

Guided Clear Kayak Eco-Tour Near Key West

4.9(703)

2 hours

Key West, United States

Free cancellation
Likely to sell out

From

$79

Guided walking tours in Key West

Small-group + private walking tours with a local guide

See all

Headout
Old Town Trolley Tours: Key West Hop-on Hop-off Bus Tour
• Board the trolley and discover Key West's sun-soaked streets over 1 or 2 days, from the famous Southernmost Point to quaint Old Town lanes.
4.9(31)
1 hr 30 min
Key West, United States
Free cancellation
EnglishSpanishFrench+13
From
$56
No similar experiences found
Musement
Captain's Choice sunset sail and dolphin watch
Sail past landmarks as you enjoy the Key West sunset on the Captain's Choice sunset sail tour. Book now on Musement!
5.0(1)
3 hours
Key West, United States
Free cancellation
Instant confirmation
From
$79
No similar experiences found
Viator
Key West Ghost and Mysteries Guided Tour
This isn’t your average ghost tour. Key West Ghost and Mysteries is a locally owned and operated family business offering a small, intimate experience that lets you hear every story, ask questions, and truly connect with your guide. Along the way, you’ll not only hear eerie ghost tales but also discover fascinating Key West history and colorful local lore that bring the island’s haunted past to life.
4.5(1110)
1 hr 30 min
Key West, United States
Free cancellation
English
From
$33
No similar experiences found
© Florida Keys Ventures
Tiqets
Key West: Guided Walking Exploration Tour
Take part in a walking tour through the Key West Historic District.
0.0(0)
1 hr 30 min
Key West, United States
Free cancellation
Instant confirmation
EnglishSwedishSpanish+14
From
$60
No similar experiences found
Musement
Harry S. Truman Little White House
Discover the favorite place of President Harry S. Truman on this Key West museum tour of the Little White House.
4.6(1)
1 hour
Key West, United States
Free cancellation
Instant confirmation
English
From
$25
No similar experiences found
Viator
Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses
Avoid the crowds and Sail on Key West’s beautiful shallow waters on this Adults Only Sunset & Moët cruise, to sip Moët & Chandon champagne and indulge your palate while being washed in the colors of the Key West sunset! Included in the tour price is bottomless house champagne Chandon Brut, 8 premium red and white still wines, ice-cold beers & White Claws, and a champagne-inspired Gourmet Cheese Buffet (naturally gluten free) that includes 4 incredible international cheeses, paired plump berry tray, local smoked fish dip, crunchy crisps and fresh-baked crusty bread. Two other Moët & Chandon champagnes are available for additional purchase - both at wholesale price - only for onboard guests. Key West is famous for its tropical sunset, and there’s no better way to watch it than on this famous Sunset & Moët Cruise. This public trip is always limited to 14 adult passengers on a 28 person sailing catamaran, for guests comfort and quality control. And NO kids!
4.9(988)
2 hours
Key West, United States
Likely to sell out
English
From
$109
No similar experiences found
Tiqets
Ghosts & Gravestones Key West
As one of the oldest settlements in America, Key West has been the scene for a disturbing paranormal event or two in its time.
0.0(0)
1 hr 30 min
Key West, United States
Instant confirmation
English
From
$40
No similar experiences found
Musement
Land's End sunset sail
Enchant your evening with a stunning sunset sail in a spacious catamaran with food and drinks included! Sail past Key West's greatest landmarks. Book today on Musement and don't miss out!
2 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$69
No similar experiences found

Headout

Old Town Trolley Tours: Key West Hop-on Hop-off Bus Tour

4.9(31)

1 hr 30 min

Key West, United States

Free cancellation

From

$56

Musement

Captain's Choice sunset sail and dolphin watch

5.0(1)

3 hours

Key West, United States

Free cancellation
Instant confirmation

From

$79

Viator

Key West Ghost and Mysteries Guided Tour

4.5(1110)

1 hr 30 min

Key West, United States

Free cancellation

From

$33

Tiqets

Key West: Guided Walking Exploration Tour

0.0(0)

1 hr 30 min

Key West, United States

Free cancellation
Instant confirmation

From

$60

Musement

Harry S. Truman Little White House

4.6(1)

1 hour

Key West, United States

Free cancellation
Instant confirmation

From

$25

Viator

Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses

4.9(988)

2 hours

Key West, United States

Likely to sell out

From

$109

Tiqets

Ghosts & Gravestones Key West

0.0(0)

1 hr 30 min

Key West, United States

Instant confirmation

From

$40

Musement

Land's End sunset sail

2 hours

Key West, United States

Free cancellation
Instant confirmation

From

$69

Food & drink experiences in Key West

Food tours, market walks, wine tastings, cocktail experiences

See all

Viator
Southernmost Food & Cultural Walking Tour by Key West Food Tours
Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide. Along the way visit 5 locally-run “mom and pop” establishments in historic old town, dining on typical Cuban dishes, local seafood, and of course -- Key Lime Pie. Food samples are enough for a hearty lunch. Between tastings walk like a local, away from the touristy streets, as your guide shares insights about city history, food and architecture. This is a small-group tour, with a maximum of 12 people, ensuring a personalized experience.
4.9(1883)
3 hours
Key West, United States
Free cancellation
Likely to sell out
English
From
$90
No similar experiences found
Musement
The Southernmost Food Tasting and Cultural Walking Tour
Walk through the charming streets of old Key West: taste the cuisine and discover the city's history, culture and architecture.
3 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$85
No similar experiences found
© Key West Promotions
Tiqets
Key West: Original Pub Crawl
Participate in a guided pub event in Key West.
0.0(0)
2 hr 30 min
Key West, United States
Free cancellation
Instant confirmation
KoreanGermanPolish+14
From
$43
No similar experiences found
Viator
Key West Sunset Cruise: Dinner, Live Music & Drinks Included
Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar. Climb aboard our custom luxury catamaran for a sunset trip out into the Key West sunset. As our live performer fills the air with tropical vibes, our onboard chef will fill your plates with tropical cuisine and our bartenders will fill your cups with tropical drinks. Dinner Menu - Blackened Mahi with Lemon and Tartar Sauce - Smoked Mojo Pulled Pork - Caribbean Jerk Chicken - Seasoned Black Beans and Tropical Yellow Rice - Candied Sweet Plantains - Tropical Fruit Salad - Mixed Green Salad with Ranch or Raspberry Vinaigrette - Caribbean Butter Corn - Fresh Local Cuban Bread with Butter & Marmalade - Churros Stuffed with Dulce Leche Open Well Bar (includes: Unlimited Well Mixed Drinks, Draft Beer, Margaritas, Wine, Champagne, Rum Runners & Soft Drinks) -Margaritas -Rum Runners -Well Mixed Drinks -Draft Beer -Wine -Champagne -Soft Drinks
4.3(1850)
2 hours
Key West, United States
Free cancellation
Likely to sell out
English
From
$93
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
Key West Historic Seaport Food & Walking Tour
Discover the flavors of the ocean on this locally guided 3-hour food tour of Key West. Savor maritime history through delicious seafood (or tasty non-seafood options) cuban sandwich & key lime pie tastings. Sample classic ingredients like Key West pink shrimp, Caribbean warm-water lobster, and fresh fish. Sip white wine after walking through the tropical neighborhood streets. This small-group tour is limited to 12 people, and you'll leave with a greater understanding of the industries that shaped our island and culture. Joining a fish lover, but not one yourself? No problem, we’ve got you covered with equally delicious substitutions.
4.9(671)
3 hours
Key West, United States
Free cancellation
Likely to sell out
English
From
$93
No similar experiences found
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
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

Viator

Southernmost Food & Cultural Walking Tour by Key West Food Tours

4.9(1883)

3 hours

Key West, United States

Free cancellation
Likely to sell out

From

$90

Musement

The Southernmost Food Tasting and Cultural Walking Tour

3 hours

Key West, United States

Free cancellation
Instant confirmation

From

$85

Tiqets

Key West: Original Pub Crawl

0.0(0)

2 hr 30 min

Key West, United States

Free cancellation
Instant confirmation

From

$43

Viator

Key West Sunset Cruise: Dinner, Live Music & Drinks Included

4.3(1850)

2 hours

Key West, United States

Free cancellation
Likely to sell out

From

$93

Musement

Key West Craft Cocktail Crawl

3 hours

Key West, United States

Free cancellation
Instant confirmation

From

$85

Viator

Key West Historic Seaport Food & Walking Tour

4.9(671)

3 hours

Key West, United States

Free cancellation
Likely to sell out

From

$93

Musement

Key West Old Town walking tour with local treats

2 hours

Key West, United States

Free cancellation
Instant confirmation

From

$70

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 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 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(376)
2 hours
Key West, United States
Free cancellation
Likely to sell out
English
From
$72
No similar experiences found
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
Key West: All-Inclusive Watersports Adventure with Lunch & Beer
Get ready for the thrill of a lifetime with our Do It All Watersports Combo, the ultimate way to experience the best of Key West! Dive into 10 exhilarating activities packed into one unforgettable day: jet skiing, parasailing, snorkeling, banana boat rides, kayaking, paddleboarding, a water trampoline, an inflatable slide, a climbing iceberg, and a waterslide! Hop aboard the lively Party Cat and cruise to our floating waterpark paradise, where the sun and fun await you. If you choose the parasailing option, you’ll soar high above the stunning turquoise waters of the Florida Marine Sanctuary, taking in breathtaking views like never before! After an action-packed day, savor a delicious grilled lunch along with refreshing soft drinks and unlimited draft beer. This all-inclusive package offers the best value for watersports in Key West, and when you book directly with us, you’re guaranteed the lowest price!
4.5(364)
6 hours
Key West, United States
Free cancellation
English
From
$180
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.
4.6(117)
3 hours
Key West, United States
Free cancellation
English
From
$35
No similar experiences found

Musement

Key West sunset cruise

2 hours

Key West, United States

Instant confirmation

From

$60

Viator

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

4.5(376)

2 hours

Key West, United States

Free cancellation
Likely to sell out

From

$72

Musement

Key West sunset dinner cruise

2 hours

Key West, United States

Instant confirmation

From

$70

Viator

Key West: All-Inclusive Watersports Adventure with Lunch & Beer

4.5(364)

6 hours

Key West, United States

Free cancellation

From

$180

Viator

Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast

4.6(117)

3 hours

Key West, United States

Free cancellation

From

$35

Boat & water experiences in Key West

River cruises, sailing, sunset boats, harbour tours

See all

Musement
Catamaran sunset sail with champagne
Key West is known for its world famous sunsets. Make your Key West vacation complete with a sunset sail on the Marquesa, a fast 69' sail catamaran. Book today on Musement and don't miss out!
4.8(2)
1 hr 30 min
Key West, United States
Free cancellation
Instant confirmation
English
From
$49
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(1443)
2 hours
Key West, United States
Free cancellation
Likely to sell out
English
From
$135
No similar experiences found
© Classic Harbor Line - Key West
Tiqets
Key West: Champagne Sunset Sail on Schooner America 2.0
Sail aboard Key West's schooner, America 2.0, a vessel inspired by the design of its 1851 namesake.
0.0(0)
2 hours
Key West, United States
Free cancellation
SwedishPolishDutch+14
From
$116
No similar experiences found
Musement
Key West afternoon reef snorkel
Start your afternoon right on a sailing catamaran with a reef snorkel. Swim with the fish and learn about the sea life from your handy fish identification card. Book today on Musement and don't miss out!
5.0(1)
3 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$65
No similar experiences found
Viator
Key West Sunset Sail with Live Music, Drinks and Appetizers
Step aboard Fury's Commotion on the Ocean, the only sunset cruise in Key West featuring a live full band! Sail aboard our luxurious 65-foot catamaran for a two-hour cruise and experience a world-famous Key West sunset as vibrant colors reflect across the Gulf waters. Enjoy complimentary margaritas, champagne, beer, and wine, along with a delicious selection of appetizers, including an antipasti platter, seasonal fruit, hummus, and pinwheel sandwiches. Talented local musicians performing live create the perfect soundtrack as you relax and take in the views. Whether you're on the spacious sundeck or in the shaded lounge, you'll enjoy ocean breezes, spectacular scenery, and an unforgettable atmosphere. Perfect for couples, groups, or friends, Commotion on the Ocean is Key West's premier live music sunset cruise. Book now for an evening you'll never forget!
4.6(1017)
2 hours
Key West, United States
Free cancellation
From
$73
No similar experiences found
Tiqets
Key West Sunset Sail Aboard America 2.0
Set sail towards the spectacular sunset and savor the splendorous maritime shades of Key West on board an elegant, period-style cruise ship.
0.0(0)
2 hours
Key West, United States
Free cancellation
Instant confirmation
KoreanPolishCzech+14
From
$116
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
Musement
3-hour cruise and snorkeling experience in Key West
Admire the only living coral reef in North America, enjoy a cruise through the crystalline waters and snorkel among several species of tropical fish.
3 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$89
No similar experiences found

Musement

Catamaran sunset sail with champagne

4.8(2)

1 hr 30 min

Key West, United States

Free cancellation
Instant confirmation

From

$49

Viator

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

4.9(1443)

2 hours

Key West, United States

Free cancellation
Likely to sell out

From

$135

Tiqets

Key West: Champagne Sunset Sail on Schooner America 2.0

0.0(0)

2 hours

Key West, United States

Free cancellation

From

$116

Musement

Key West afternoon reef snorkel

5.0(1)

3 hours

Key West, United States

Free cancellation
Instant confirmation

From

$65

Viator

Key West Sunset Sail with Live Music, Drinks and Appetizers

4.6(1017)

2 hours

Key West, United States

Free cancellation

From

$73

Tiqets

Key West Sunset Sail Aboard America 2.0

0.0(0)

2 hours

Key West, United States

Free cancellation
Instant confirmation

From

$116

Musement

Sunset Sail on Schooner America 2.0

5.0(1)

2 hours

Key West, United States

Free cancellation
Instant confirmation

From

$112

Musement

3-hour cruise and snorkeling experience in Key West

3 hours

Key West, United States

Free cancellation
Instant confirmation

From

$89

Cultural & historical in Key West

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

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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(3260)
2 hours
Key West, United States
Free cancellation
Likely to sell out
English
From
$99
No similar experiences found
Headout
Key West: Truman Little White House
Explore an important part of Florida’s history at Key West: Truman Little White House - the only presidential museum of America’s 33rd president, Harry S. Truman.
5.0(1)
1 hour
Key West, United States
Free cancellation
EnglishSpanishFrench+13
From
$26
No similar experiences found
© Tart Tales, LLC
Tiqets
Historic Seaport: Key Lime Pie Tour
Walk through the historic harbor area in Old Town Key West and taste different types of Key Lime Pie available at selected locations.
0.0(0)
1 hr 30 min
Key West, United States
Free cancellation
Instant confirmation
DanishPolishCzech+14
From
$55
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 Hop-On Hop-Off Trolley Tour
The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour guide turns back the pages of history to the days of Indians, pirates, wreckers and the Civil War. You’ll get a full picture of Key West on this Old Town trolley tour.
4.4(1697)
1 hr 30 min
Key West, United States
Free cancellation
English
From
$56
No similar experiences found
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
Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail
Danger Charters is the only tour operator in Key West offering sailing excursions on a historic schooner into the remote backcountry of the National Wildlife Refuge. Our trips are truly small-group, with a max of around 20 guests, so you'll never feel crowded—whether you're snorkeling, kayaking, or relaxing on deck. On the Premium Day Trip, we often stop at a shallow sandbar, a guest favorite for swimming, wading, or just enjoying the view! What really sets us apart is our crew. They're passionate about what they do, and it shows in the way they lead each activity, share local history, and give fun, informative eco talks. Whether you're brand new to snorkeling or a seasoned paddler, the crew offers guidance, support, and an easygoing atmosphere that makes everyone feel welcome. This trip combines adventure, education, and laid-back sailing in one of the most beautiful and untouched parts of the Florida Keys.
4.9(814)
6 hr 30 min
Key West, United States
Free cancellation
Likely to sell out
English
From
$159
No similar experiences found
Viator
Ultimate Sea Doo Jet Ski Tour of Key West-Additional Rider Free!
Experience Key West like never before on Fury’s 90-Minute Jet Ski Tour! Perfect for adrenaline junkies, this thrilling 28-mile adventure takes you around the island’s stunning coastline, and scenic backcountry. Ride solo or with friends and enjoy the speed and beauty this tour has to offer. Book for one and bring a companion for free! You'll hop aboard our brand-new Sea-Doo Jet Skis- the most advanced in Key West, known for their unmatched performance and smooth ride. Guided by our expert team, you may cruise past iconic sights such as Mallory Square, the Southernmost Point or Ft. Zachary Taylor with the wind in your hair, you may even spot wildlife like bottlenose dolphins and sea turtles. The tour includes stops at points of interest, often including a sandbar, and a chance to cool off in the water. Whether you're a seasoned rider or a first-timer, this action-packed tour promises an unforgettable Key West experience filled with adventure, and natural beauty!
4.6(668)
1 hr 30 min
Key West, United States
Free cancellation
English
From
$151
No similar experiences found

Viator

Shark and Wildlife Viewing Adventure in Key West

5.0(3260)

2 hours

Key West, United States

Free cancellation
Likely to sell out

From

$99

Headout

Key West: Truman Little White House

5.0(1)

1 hour

Key West, United States

Free cancellation

From

$26

Tiqets

Historic Seaport: Key Lime Pie Tour

0.0(0)

1 hr 30 min

Key West, United States

Free cancellation
Instant confirmation

From

$55

Musement

Key West morning reef snorkeling

3 hours

Key West, United States

Free cancellation
Instant confirmation

From

$46

Viator

Key West Hop-On Hop-Off Trolley Tour

4.4(1697)

1 hr 30 min

Key West, United States

Free cancellation

From

$56

Musement

Key West dolphin watch and snorkeling sunset cruise

3 hours

Key West, United States

Free cancellation
Instant confirmation

From

$75

Viator

Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

4.9(814)

6 hr 30 min

Key West, United States

Free cancellation
Likely to sell out

From

$159

Viator

Ultimate Sea Doo Jet Ski Tour of Key West-Additional Rider Free!

4.6(668)

1 hr 30 min

Key West, United States

Free cancellation

From

$151

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
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(2707)
2 hours
Key West, United States
Free cancellation
English
From
$59
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
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
Viator
Key West Dolphin Watch and Snorkel Tour - Eco Adventure
Fury's Dolphin Watch & Snorkel Tour offers a unique blend of wildlife observation and snorkeling in Key West. Aboard our state-of-the-art 45-foot power catamaran, you’ll cruise the sparkling waters of the Gulf of Mexico, witnessing bottlenose dolphins in their natural habitat. Our expert guides provide fascinating insights into dolphin behavior, and as the only Dolphin SMART-certified operator in the Florida Keys, we prioritize responsible observation. After the dolphin encounter, you'll snorkel in the tranquil waters of the Key West Wildlife Refuge, exploring vibrant corals and diverse marine life, including stingrays and juvenile fish. We provide top-quality gear and professional instruction, ensuring a safe experience for all skill levels. As you return, enjoy complimentary beer, wine, and sodas. Our seasonal Sunset Combo tour offers champagne and breathtaking sunset views. This combination of wildlife, snorkeling, and relaxation makes for an unforgettable day on the water!
4.7(1190)
3 hours
Key West, United States
Free cancellation
English
From
$80
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
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
Tiqets
Key West: Reef & Ritas Snorkeling Trip
Put on your sunnies and your sunscreen while you kick back on this luxury catamaran cruise off the coast of Key West.
3.5(2)
3 hours
Key West, United States
Free cancellation
Instant confirmation
PolishCatalanCzech+14
From
$75
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

Viator

Guided Bike Tour of Old Town Key West

4.9(2707)

2 hours

Key West, United States

Free cancellation

From

$59

Musement

Key West Seaport parasailing ride

1 hour

Key West, United States

Free cancellation
Instant confirmation
Skip the line

From

$86

Tiqets

Glass Bottom Boat Key West

4.2(6)

2 hours

Key West, United States

Free cancellation
Instant confirmation

From

$85

Viator

Key West Dolphin Watch and Snorkel Tour - Eco Adventure

4.7(1190)

3 hours

Key West, United States

Free cancellation

From

$80

Musement

Smathers Beach parasailing ride

1 hour

Key West, United States

Skip the line

From

$86

Tiqets

Key West: Morning Snorkel Tour

4.8(5)

3 hours

Key West, United States

Free cancellation
Instant confirmation

From

$69

Tiqets

Key West: Reef & Ritas Snorkeling Trip

3.5(2)

3 hours

Key West, United States

Free cancellation
Instant confirmation

From

$75

Specialty rides & experiences in Key West

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

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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
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: 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
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
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
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 Conch Tour Train

4.5(4)

1 hour

Key West, United States

Free cancellation
Instant confirmation

From

$45

Musement

Key West pub crawl

2 hr 50 min

Key West, United States

Free cancellation
Instant confirmation

From

$38

Tiqets

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

4.8(4)

Key West, United States

Free cancellation
Instant confirmation

From

$56

Musement

Bone Island haunted pub crawl

2 hours

Key West, United States

Free cancellation
Instant confirmation

From

$27

Musement

Old Town Trolley tours of Key West

1 hr 30 min

Key West, United States

Free cancellation
Instant confirmation

From

$50

Musement

Old Town Trolley Key West

1 hr 30 min

Key West, United States

Free cancellation
Instant confirmation

From

$56

Day trips & excursions in Key West

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

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Viator
Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset
This trip combines sailing, snorkeling, kayaking, and local insight in a laid-back, small-group setting. You'll sail on an authentic schooner into the calm, protected waters of the Key West National Wildlife Refuge—a remote area only accessible by boat. With group sizes limited to 20 guests, the experience feels personal, spacious, and relaxed! Our crew truly sets us apart. They’re knowledgeable, passionate, and always ready to share the history, wildlife, and ecology of the Keys in a fun, engaging way. Whether you're in the water or relaxing on deck, they’re there to guide, support, and make everyone feel welcome—regardless of experience level. Snacks, beer, wine, soda, and water are included onboard, adding to the comfort of your time at sea. If you join the afternoon trip, you'll also enjoy a beautiful sail back to Key West timed with the sunset, making the day even more memorable.
4.9(1767)
4 hr 30 min
Key West, United States
Free cancellation
Likely to sell out
English
From
$125
No similar experiences found
Musement
Key West's Old Town food tour experience with 5 authentic tastings
Taste Key West's Old Town with Cuban food, conch fritters and Key lime pie, exploring Caribbean heritage, rum distilleries and island traditions.
3 hours
Key West, United States
Free cancellation
Instant confirmation
English
From
$108
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
All-Inclusive Sandbar Safari with Dolphin Playground Encounter
Embark on a journey like no other. This tour takes guests on an amazing journey from Key West to a secluded sandbar & then to the dolphin playground in the Florida Marine Sanctuary for some dolphin watching. With picturesque views of the Gulf of Mexico and expert guides providing insights into the history & ecology of the area, guests can relax at the sandbar while our crew fills your cups with unlimited draft beer, wine & mimosas. Next, we will venture out future into the Sanctuary to get closer than ever to our dolphin pods. The tour includes complimentary lunch (menu below) & unlimited draft beer, mimosas & wine. Our professional crew will make this a trip of a lifetime that you'll cherish for years to come. This trip is perfect for families, couples & solo travelers seeking a unique & unforgettable experience in the Florida Keys.
4.8(559)
5 hours
Key West, United States
Free cancellation
English
From
$150
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
© 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
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
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

Viator

Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset

4.9(1767)

4 hr 30 min

Key West, United States

Free cancellation
Likely to sell out

From

$125

Musement

Key West's Old Town food tour experience with 5 authentic tastings

3 hours

Key West, United States

Free cancellation
Instant confirmation

From

$108

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

All-Inclusive Sandbar Safari with Dolphin Playground Encounter

4.8(559)

5 hours

Key West, United States

Free cancellation

From

$150

Musement

Private morning Key West cruise

2 hours

Key West, United States

Free cancellation
Instant confirmation

From

$403

Tiqets

FishMonster Classic: Flats And Backcountry Fishing

0.0(0)

Key West, United States

Free cancellation
Instant confirmation

From

$525

Musement

Key West sunset Tiki Boat cruise

2 hours

Key West, United States

Free cancellation
Instant confirmation

From

$81

Musement

Fishing boat party in Key West

5 hours

Key West, United States

Free cancellation
Instant confirmation

From

$85

Family-friendly in Key West

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

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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
Key West Mangrove Kayak Eco Tour
Along with your experienced guide you will paddle at a relaxing pace and explore the shallow, calm, blue-green waters of the back country of Key West. You will glide through the winding mangrove creeks and paddle through inches of water, where you can easily view and learn about the geological structure of the Keys along with its inhabitants, all from the comfort of your kayak. Your adventure will give you a chance to view the mangrove environment up close, along with its marine life including tropical fish, crabs, sea stars, jellyfish, sea cucumbers, sponges and various aquatic birds. Every trip leads us on a different adventure! all guests must know how to swim. Rest rooms to change on site. No lockers but things can be left behind at paddle shack. Beginners welcome!
4.9(2345)
2 hours
Key West, United States
Free cancellation
English
From
$80
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
Key West Afternoon Snorkel Sail with Unlimited Cocktails!
Envision yourself swimming freely among the vibrant fish of the Florida Keys during a 3 hour Key West snorkeling tour. This tranquil catamaran cruise provides easy snorkeling among coral reefs and includes beverages. You may even spot a pod of dolphins or sea turtles drifting by.
4.4(1602)
3 hours
Key West, United States
Free cancellation
English
From
$59
No similar experiences found
Viator
Sunset Sail in Key West with Beverages Included
Key West is famous for fabulous sunsets and Floridays is famous for our spectacular uncrowded champagne sunset cruise. Our reputation for personal service and attention to detail on our sunset cruise is legendary. Being out on the water for a Key West sunset is like being IN the sunset itself. There is nothing quite like it. Who knows, you may get lucky enough to witness that elusive green flash!
4.9(956)
1 hr 30 min
Key West, United States
Free cancellation
English
From
$79
No similar experiences found
Viator
Key West Schooner Sunset Sail with Bar & Hors d'oeuvres
Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key West, as you sail by Mallory Square, Sunset Pier, Sand Key Light Tower and more. Enjoy complimentary beverages throughout your sail along with individually plated hors d'oeuvres. Sit back and relax as your captain sails you effortlessly through the emerald green Key West waters and off toward the horizon for a quintessential Florida sunset experience.
4.9(893)
2 hours
Key West, United States
Free cancellation
Likely to sell out
English
From
$123
No similar experiences found
Viator
Key West Sunset Sail: Dolphin Watching, Wine, and Tapas
Our Captain’s Choice Dolphin Watch Sunset Sail is the ultimate VIP sailing experience! Limited to an intimate number of passengers, this 2.5 hour sail is more like a private cruise than a group tour and is one of the top things to do in Key West. As we leave behind the Historic Seaport, look for Key West landmarks like the legendary Mallory Square, opulent Sunset Key and historic Fort Zachary Taylor. On reaching open water, the sails are unfurled and your adventure begins as your captain tracks dolphin pods to provide you an up-close view of these elusive creatures. With the dolphin viewing over, your cruise is just getting started! Grab a drink and relax as your captain positions the luxury catamaran for the perfect view of a famous Key West sunset. A chef’s selection of Tapas including shrimp cocktail are served during the sail. Choose your favorite drinks, including boutique wines and champagne perfectly paired with our Tapas – all included in the cost of your tour!
4.6(746)
2 hr 30 min
Key West, United States
Free cancellation
Likely to sell out
English
From
$89
No similar experiences found
Viator
Key West Reef Snorkel – Morning Mimosas or Afternoon Margaritas
Your sailing and Key West snorkeling adventure begins as you board a state-of-the-art catamaran, part of the largest and most luxurious catamaran fleet in the Florida Keys. Feel the excitement as you sail to North America’s only living coral reef, where the wonders of Mother Nature await you. During your trip, unlimited sodas and water will be served. Before entering the water, a friendly and professional crew will be on hand to assist and instruct you. Once you descend “the stairway to the sea,” you will discover the wonders of the undersea with pristine coral reefs and an abundance of marine life including tropical species found no place else on earth. Upon completion of the snorkeling portion of the trip, complimentary ice cold beer and wine will be served. The morning snorkel will offer mimosas while the afternoon trip will offer frosty margaritas as you sail back into shore.
4.2(666)
3 hours
Key West, United States
Free cancellation
English
From
$35
No similar experiences found

Tiqets

Key West Aquarium: Entry Ticket

4.4(14)

Key West, United States

Free cancellation
Instant confirmation

From

$23

Viator

Key West Mangrove Kayak Eco Tour

4.9(2345)

2 hours

Key West, United States

Free cancellation

From

$80

Tiqets

Ultimate Adventure at Fury Water Adventures

0.0(0)

Key West, United States

Free cancellation
Instant confirmation

From

$173

Viator

Key West Afternoon Snorkel Sail with Unlimited Cocktails!

4.4(1602)

3 hours

Key West, United States

Free cancellation

From

$59

Viator

Sunset Sail in Key West with Beverages Included

4.9(956)

1 hr 30 min

Key West, United States

Free cancellation

From

$79

Viator

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

4.9(893)

2 hours

Key West, United States

Free cancellation
Likely to sell out

From

$123

Viator

Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

4.6(746)

2 hr 30 min

Key West, United States

Free cancellation
Likely to sell out

From

$89

Viator

Key West Reef Snorkel – Morning Mimosas or Afternoon Margaritas

4.2(666)

3 hours

Key West, United States

Free cancellation

From

$35

Transportation & transfers in Key West

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

See all

Viator
Key West Island Adventure Jet Ski Tour: Bring a Partner for Free
Voted Key West’s Best Jet Ski Tour – With Over 15,000 5-Star Reviews & Over 20 Years Experience. Get ready for the ultimate Key West adventure as you ride a jet ski around the entire island on a guided 28-mile tour. This top-rated experience includes everything, no hidden fees, no surprise charges. You’ll enjoy a free second rider & complimentary shuttle pickup. Our expert guides will lead the way, taking you to some of the most iconic and scenic locations in the area, including the Southernmost Point, a secluded local sandbar, and several picturesque spots inside the Florida Keys Marine Sanctuary. Along the way, you’ll have opportunities to stop, take in the views, and even switch drivers, making it a shared adventure you won’t forget. Please remember to check in one hour before your scheduled departure and bring a valid photo I.D. Guests aged 16 and 17 may drive a jet ski with a parent or guardian riding as a passenger, while guests 18 and older are welcome to drive solo.
4.8(1404)
1 hr 30 min
Key West, United States
Free cancellation
English
From
$156
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(663)
3 hours
Key West, United States
Free cancellation
English
From
$50
No similar experiences found
Viator
Key West Afternoon Reef Snorkeling with Open Bar
Dip and Sip Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start a 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.
4.4(453)
3 hours
Key West, United States
Free cancellation
English
From
$60
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(360)
1 hr 30 min
Key West, United States
Free cancellation
Special offer
English
From
$140
No similar experiences found
Viator
Parasailing over the Historic Key West Seaport
Parasailing at in Key West Fl at the Key West bight Fly high over the Key West Seaport as you parasail from State of the art parasail boats All crews Licensed and insured
4.7(223)
1 hour
Key West, United States
Free cancellation
English
From
$60
No similar experiences found
Viator
Key West Safari Eco Sandbar Tour Adventure with Snorkeling
Explore Key West in a fun and unique way! Avoid the crowds on this exciting snorkel safari adventure and captain your own speedboat through 28 miles of Florida backcountry. Enjoy a smooth, scenic ride as you follow your local guide to a national marine sanctuary, where you’ll get a chance to snorkel and swim in pristine waters. NOTE: Required – Florida Boaters Safety: Florida Law requires everyone born after Jan 1, 1988 to take a boaters safety test to drive a boat. Each driver must present a passed boaters safety test prior to departure.
4.5(222)
2 hr 30 min
Key West, United States
Free cancellation
English
From
$197
No similar experiences found
Viator
Parasailing in Key West at Smathers Beach
Parasailing at in Key West Fl at Smathers Beach Fly high over the Smathers Beach Key West as you parasail from State of the art parasail boats All crews Licensed and insured
4.7(142)
1 hour
Key West, United States
Free cancellation
Likely to sell out
English
From
$60
No similar experiences found
Viator
Florida Keys Nature & History Tour from Key West
With your friendly and knowledgeable tour guide, this 4 Hour VIP Tour of the South Keys promises to amaze you. En route, you’ll learn the history, culture, and ecology of the Keys, listen to island music, and enjoy the breathtaking scenery! Feel free to ask questions, share your experiences, and point out wildlife. * We drive you from island-to-island on the iconic Overseas Highway, about 45 miles from Key West & over 20 bridges * Revel in the scenery as we drive over the iconic 7-Mile Bridge - twice! * Experience world-famous Bahia Honda State Park: dip your toes in the Gulf of Mexico AND the Atlantic Ocean, walk on a historic railroad bridge for spectacular views, and more! * Photograph endangered Key Deer on Big Pine Key on our world-famous Key Deer Safari * Visit the Blue Hole to check for alligators and other native wildlife You'll love this tour so much, you'll book it again next year! We sanitize our tour vehicles before each tour in accordance with CDC recommendations.
4.9(115)
4 hours
Key West, United States
Free cancellation
English
From
$119
No similar experiences found

Viator

Key West Island Adventure Jet Ski Tour: Bring a Partner for Free

4.8(1404)

1 hr 30 min

Key West, United States

Free cancellation

From

$156

Viator

Key West Reef Morning Snorkeling with Breakfast and Mimosas

4.5(663)

3 hours

Key West, United States

Free cancellation

From

$50

Viator

Key West Afternoon Reef Snorkeling with Open Bar

4.4(453)

3 hours

Key West, United States

Free cancellation

From

$60

Viator

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

4.9(360)

1 hr 30 min

Key West, United States

Free cancellation
Special offer

From

$140

Viator

Parasailing over the Historic Key West Seaport

4.7(223)

1 hour

Key West, United States

Free cancellation

From

$60

Viator

Key West Safari Eco Sandbar Tour Adventure with Snorkeling

4.5(222)

2 hr 30 min

Key West, United States

Free cancellation

From

$197

Viator

Parasailing in Key West at Smathers Beach

4.7(142)

1 hour

Key West, United States

Free cancellation
Likely to sell out

From

$60

Viator

Florida Keys Nature & History Tour from Key West

4.9(115)

4 hours

Key West, United States

Free cancellation

From

$119

Key West tour FAQs

Common questions about booking Key West experiences through SimilarTours

When's the best time to book a boat charter in Key West?

Winter (November-April) brings calmer seas and cooler temperatures - ideal for longer trips and fishing. Summer and early fall can get choppy and humid, though prices drop. For popular private charters like the Dry Tortugas trips and Six Fins overnight yachts, book 2-4 weeks ahead during peak season.

How far in advance should I reserve a charter?

Private yachts and specialty charters (like the clothing-optional sandbar trip or bachelorette cruises) can fill weeks out during winter. If you're flexible, last-minute slots sometimes open, but for specific dates or groups, aim for at least 3-4 weeks out. Check before you go for current availability on your preferred dates.

What's included in these boat experiences?

Most day charters include the boat, captain, snorkeling gear, and time at reefs or sandbars. Overnight yachts typically add meals and a sleepover cabin. Fishing trips include tackle and guidance but may charge separately for food. Always confirm what's covered - water, snacks, and beer vary by operator.

Is this good for families with kids?

Absolutely. Half-day and full-day snorkeling and sandbar charters are family-friendly, and fishing trips work for kids who want to try catching something real. The Marquesas Keys eco-adventure is built for all ages. Just watch the fine print on overnight trips to check age restrictions and cabin sleeping arrangements.

Can I do this stuff if I'm not an experienced boater or diver?

Yes - most charters are designed for beginners and non-divers. Snorkeling requires zero experience, and captains handle all the boat work. If you're new to deep-sea fishing, guides walk you through it. The only thing to consider is seasickness on longer offshore trips - check the weather forecast and chat with your captain about rough seas.

How do I get around Key West to reach the boat docks?

Most charter companies are based in downtown Key West or nearby marinas, easy to reach by rental car, taxi, or rideshare. If you're staying on Duval Street or at a hotel, a 5-15 minute drive usually gets you to the docks. Some hotels offer shuttle services - ask when you book.

Are private charters worth the extra cost over group tours?

For Key West, yes - the water is the main attraction, and sharing a boat with 20 strangers changes the vibe. Private charters give you control over speed, stops, and schedule, which matters on longer trips like Dry Tortugas or overnight yachts. Group fishing trips are cheaper and still solid if you're budget-conscious.