Key West
50 results (filtered from 334)
Search results
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(41)
3 Hours
Key West
- Free cancellation
From
$120
No similar experiences found
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
- Free cancellation
- Private tour
From
$1,200
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.
5.0(25)
3 Hours
Key West
- Free cancellation
- New
From
$96
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
- Free cancellation
- Private tour
From
$400
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(16)
2 Hours
Key West
- Free cancellation
- New
- Likely to sell out
From
$69
No similar experiences found
Viator
Florida Keys Tour and Private Transportation service
Your tour/shuttle can go anywhere between For Lauderdale Florida and Key West! As you check out you'll have the chance to let us know where you're hoping to travel to. We'll come and pick you up and drop you off wherever is convenient for you. Reach out to us if you want us to supply a cooler with any beverages on your tour. Must have at least one adult in your party. The van holds a Maximum of 14 passenger.( Price includes up to 14 Passengers)
5.0(2)
10 Hours - 12 Hours
Key West
- Free cancellation
- Private tour
From
$985
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
- Free cancellation
- Private tour
From
$875
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
- 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(355)
1h 30m
Key West
- Free cancellation
- Special offer
From
$140
No similar experiences found
Viator
Personalized Key West JetSki Tour for Small Groups Nearly Private
Almost Private Jet Ski Tour – Voted Key West’s Best Get ready for the most exclusive jet ski experience in Key West. With only 2 to 3 jet skis per outing, this tour offers the closest thing to a private adventure on the water. It's the perfect way to explore the island without the crowds — just you, your guide, and the open ocean. Voted Key West’s Best Jet Ski Tour and backed by over 15,000 five-star reviews, this small-group tour circles the entire island on a 28-mile guided ride. You'll stop at iconic landmarks like the Southernmost Point, a hidden local sandbar, and scenic spots throughout the Florida Keys Nature Sanctuary. Drivers and riders can switch at the stops, so everyone gets a turn behind the handlebars. There are no hidden fees — everything is included. You’ll enjoy a free second rider, complimentary shuttle pickup (based on availability), and all fuel and safety equipment provided at no extra charge.
4.9(51)
1h 30m
Key West
- Free cancellation
From
$169
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
- Free cancellation
From
$169
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
- Free cancellation
From
$119
No similar experiences found
Viator
Key West's Morning Jet Ski Tour Special
Earlybird Jet Ski Tour – Key West’s Best Deal on the Water Start your day with adrenaline and savings on our Earlybird Jet Ski Tour, the first trip out on the water and the best value of the day. This exclusive morning tour offers all the thrills of our award-winning 28-mile island ride — at a discounted rate. Voted Key West’s Best Jet Ski Tour and backed by over 15,000 5-star reviews, this guided adventure takes you around the entire island with scenic stops at the Southernmost Point, a hidden local sandbar, and inside the protected Florida Keys Nature Sanctuary. It’s the perfect mix of speed, sightseeing, and serenity — all before most visitors have finished breakfast. No hidden fees. No surprise charges. Your tour includes a free second rider, complimentary shuttle pickup (based on availability), and all gear and fuel. Our expert guides ensure a safe, exciting ride while giving you space to explore. Drivers and riders can switch during stops, making it even more fun for both.
4.8(98)
1h 30m
Key West
- Free cancellation
From
$170
No similar experiences found
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(1402)
1h 30m
Key West
- Free cancellation
From
$156
No similar experiences found
Viator
Key West Parasailing: Ideal For Cruise Ship & Downtown Guests
This location was carefully selected to offer convenience to all guests arriving on cruise ships or those looking to parasail downtown. Situated a mere 5-minute walk from the bustling cruise ship port, our spot eliminates the hassle of shuttles and allows you to maximize your time for adventure. Imagine stepping directly off your ship and onto our parasail boat, ready and waiting to whisk you away to exhilarating heights as soon as the cruise ships dock. Say goodbye to wasted time and hello to instant thrills with us!
4.8(46)
1 Hour
Key West
- Free cancellation
From
$60
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(554)
5 Hours
Key West
- Free cancellation
From
$150
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(141)
1 Hour
Key West
- Free cancellation
- Likely to sell out
From
$60
No similar experiences found
Viator
Key West Hidden Sanctuary Mangrove Kayak Tour With Drinks
Key West’s Most Secluded Kayak & Sandbar Adventure Escape the crowds and explore Key West’s most secluded kayak tour in the Florida Marine Sanctuary. Unlike roadside rentals, this tour transports you by boat to the untouched Mud Keys, a hidden paradise of mangrove tunnels, crystal-clear waters, and diverse marine life. What to Expect: Boat Ride to a Remote Kayaking Spot – No roads, no noise, just backcountry beauty Guided Kayak Tour – Paddle through winding mangroves and spot stingrays, tropical fish, and sea turtles Wildlife Sightings – Keep an eye out for dolphins, sharks, and exotic birds ️ Sandbar Stop – Relax in pristine waters after kayaking Drinks & Lunch Included – Enjoy unlimited drinks and a delicious meal Why This Tour is Unique: Exclusive Location – No other company goes here No Crowds, No Roads – A peaceful, off-the-grid experience Perfect for All Skill Levels – Easy and enjoyable for everyone
4.7(6)
5 Hours
Key West
- Free cancellation
From
$150
No similar experiences found
Viator
Maritime Village to Micro State: A Self Guided Tour of Key West
Key West is famous as mainland America's Caribbean resort town. Here, time slows down as the island vibes take over. But there is more to this island than umbrella drinks and warm breezes. Key West has an incredible history, from its origins as a maritime village that profited heavily from salvaging wrecked ships and crews along the Great Florida Reef a few miles offshore, to the creation of the micro-state known as the Conch Republic. While in Key West, you will want to visit many of the sites that make the island distinct such as the Key West Lighthouse, the Hemingway House, the Little White House, and Southernmost Point. On this tour, you will visit all of these and more, stopping for refreshments along the way at many of the island's signature restaurants and bars. You will hear stories of some of the island's more famous residents along with some lesser-known tales that have given Key West its unique place in American culture and history.
4.7(3)
1h 30m - 3 Hours
Key West
- Private tour
From
$12
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
- Free cancellation
From
$60
No similar experiences found
Viator
Key West's Happy Hour Sandbar & Sunset Cruise - Unlimited Drinks
Key West’s ONLY Happy Hour Sandbar Party & Sunset Cruise! Get ready for the ultimate Key West experience—the only Happy Hour at the Sandbar & Sunset Cruise! This exclusive trip takes you to a beautiful sandbar, where you can lounge on our floating lily pads while our crew turns into your personal bartenders, serving up unlimited draft beer, mimosas, wine, and champagne. For those looking to explore, grab a snorkel and discover the underwater world teeming with tropical fish, stingrays, and other marine life. As the sun starts to set, we’ll cruise through the Florida Marine Sanctuary, giving you a front-row seat to Key West’s famous sunset—keep an eye out for dolphins, sea turtles & more! Savor a taste of Key West at the sandbar! Enjoy Cuban sandwiches, veggie wraps, fresh fruit, cheese & crackers, pita with hummus & more—all paired with unlimited beer, wine, mimosas & champagne. The perfect happy hour on a boat! Whether you’re here to relax, party, or explore, this trip has it all.
4.6(29)
4 Hours
Key West
- Free cancellation
- Likely to sell out
From
$150
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(221)
2h 30m
Key West
- Free cancellation
From
$197
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(362)
6 Hours
Key West
- Free cancellation
From
$180
No similar experiences found
Viator
Key West Shore Excursion: Conch Tour Train
When you arrive in port in Key West, take a Conch Tour Train shore excursion on your own; you’ll see the best of Key West on the tour that's been entertaining visitors to the Island City since 1958. You’ll hear legends and lore of this charming tropical paradise like stories about Henry Flagler's railroad, which arrived in Key West September 22, 1912, and forever changed the Island City. FREE ADMISSION TO THE SAILS TO RAILS MUSEUM INCLUDED WITH TICKET.
4.5(38)
1h 30m
Key West
- Free cancellation
From
$45
No similar experiences found
