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Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
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Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres

star-4.5
1154
Watch the sun set and the moon rise off the coast of Key West on this sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset as the sun glistens and gently settles into the water. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer and soft drinks are included.
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  • 2 hours
  • Free Cancellation
From
$89.95
From
$89.95

Key West Sunset Cruise with Live Island Music

Key West Sunset Cruise with Live Island Music

star-4.5
519
Jam to island beats by live musicians, eat, drink, and watch the sunset on this classic party cruise from Key West. Unlimited drinks and appetizers included; multiple departure times available to suit your schedule.
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  • 2 hours
  • Free Cancellation
From
$73.75
From
$73.75

Key West Sunset Dinner Cruise with Tropical Buffet

Key West Sunset Dinner Cruise with Tropical Buffet

star-4
454
Watch Key West's sunset — a main island attraction — on an evening dinner cruise. Feast on a tropical-themed buffet dinner and sip provided cocktails, beer, wine, and soft drinks as you take in views of the sea, the waterfront, and the sky's warm glow. Live music provides a festive atmosphere, and a cash bar is also available for premium drinks.
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  • 2 hours
  • Free Cancellation
From
$88.95
From
$88.95

Shark and Wildlife Viewing Adventure in Key West
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Shark and Wildlife Viewing Adventure in Key West

star-5
791
Get up close with sharks and other marine wildlife on this boat tour from Key West. Travel on board an eco-friendly, 34-foot catamaran just a few miles off the coast of Key West. See dolphins, stingrays, turtles and birds and learn about Key West’s waters, and then watch as the pilot drops bait to draw a variety of sharks right to the edge of the boat. Bring a camera to capture the excitement as these super predators swarm. Cold drinks, snacks and polarized sunglasses are included on this Key West shark cruise.
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  • 2 hours
  • Free Cancellation
From
$84.27
From
$84.27

Island Adventure Snorkel Kayak and Tour from Key West

Island Adventure Snorkel Kayak and Tour from Key West

star-4.5
306
Get access to a remote nature sanctuary, known only to Key West locals, during this island adventure. Choose to paddleboard, kayak, snorkel, or just lounge on the sandbar and take in the natural ambiance. Snack, lunch, and use of snorkel equipment included; wine and beer available after activities.
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  • 4 hours 30 minutes
  • Free Cancellation
From
$128.95
From
$128.95

Key West Parasailing Adventure

Key West Parasailing Adventure

star-5
149
Go parasailing above the emerald waters of Key West for a thrilling 1-hour tour that provides sweeping views of Florida’s southernmost city and its surroundings. Head out in a 12-passenger state-of-the-art parasailing boat out to the ocean, then your guide secures you into a double or triple-person parasailing device for a ride that gently lifts off and glides above the water, all without getting wet.
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  • 1 hour
  • Free Cancellation
From
$85.95
From
$85.95

Half-Day Cruise from Key West with Kayaking and Snorkeling
Likely to Sell OutLikely to Sell Out

Half-Day Cruise from Key West with Kayaking and Snorkeling

star-5
717
Get ready for fun in the sun on this half-day sailing, kayaking and snorkeling adventure off the coast of Key West. Choose from a morning or afternoon excursion and set sail. Kayak through a maze of mangrove-canopied canals and streams, home to a tropical array of birds, rays, sharks, sport fish and more. Then jump into the water for a snorkeling session above a coral reef with 600 different species of marine life. Relax, feel the warm sea breeze and enjoy the day. Snacks, beer, wine, sodas and water included.
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  • 4 hours 30 minutes
  • Free Cancellation
From
$96.75
From
$96.75

Key West Full-Day Island T'ing Eco-Tour: Sail, Kayak and Snorkel

Key West Full-Day Island T'ing Eco-Tour: Sail, Kayak and Snorkel

star-5
435
Enjoy a day of fun in the sun on the Island T’ing adventure off the coast of Key West. Sail away from the island city of Key West to the beautiful blue waters of the Gulf of Mexico on a large catamaran. Hop in a kayak and enjoy a paddle around a natural stand of mangrove. Look for dolphins, stingrays, sea turtles, manatees and more on this full-day adventure. A full breakfast and buffet lunch, plus beer, wine, soft drinks and homemade sangria are included.
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  • 6 hours
  • Free Cancellation
From
$124.95
From
$124.95

Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

star-5
315
Leave behind the crowds of Key West and catch a quintessential Florida sunset while enjoying drinks on a sailboat. There is no better vantage point for watching the sunset over the water than from the water itself. And, while larger sunset cruises can get overcrowded, this small group experience ensures you have a spot at the rail when it comes time to capture photos of the setting sun.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$61.46
From
$61.46

Small-Group Key West Sunset Sail with Wine
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Small-Group Key West Sunset Sail with Wine

star-5
461
Escape to the still waters off the coast of Key West on this small-group, sunset wine-tasting cruise. Enjoy the scenery and peaceful calm of a late afternoon sail on board a 65-foot schooner. Sample up to eight different wines and/or five different beers. Also included is a gourmet cheese buffet and other appetizers, like summer sausages, water crackers with brie, green apples with a honey drizzle and more. Then watch as the sun glistens and gently settles into the water, a perfect ending to a perfect cruise.
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  • 2 hours
  • Free Cancellation
From
$99.95
From
$99.95

Key West Mangrove Kayak Eco Tour

Key West Mangrove Kayak Eco Tour

star-5
694
Paddle a kayak through mangrove creeks and shallow water on a Key West kayaking tour that offers an up-close look that this unique coastal environment. This guided tour is the perfect way to spot Florida wildlife in a natural habitat.
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  • 2 hours
  • Free Cancellation
From
$50.00
From
$50.00

Key West Jet Ski Tour: Free 2nd Rider

Key West Jet Ski Tour: Free 2nd Rider

star-5
389
Discover 28 miles (45 kms) of the Floridian coast on a 1.5-hour jet ski tour. With four daily tours, you can easily find a time that fits with your schedule. The tour is priced per jet ski, so you can ride tandem with a friend at no additional cost. Your guide is on hand at all times to lead the way on your aquatic adventure.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$173.27
From
$173.27

Key West Dolphin Watch and Snorkel Cruise
Likely to Sell OutLikely to Sell Out

Key West Dolphin Watch and Snorkel Cruise

star-4.5
557
Get ready for fun in the sun on this dolphin watch and snorkeling adventure off the coast of Key West. Cruise away from the island city of Key West and see dolphins swimming alongside the boat, then jump in for a shallow-water snorkel at the Key West National Wildlife Refuge with many different species of marine life. Relax, feel the warm sea breeze and select from a variety of refreshing beverages on board the boat.
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  • 3 hours
  • Free Cancellation
From
$75.20
From
$75.20

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar
Likely to Sell OutLikely to Sell Out

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar

star-5
242
Enjoy the sunset from the water on this Key West cruise aboard a classic schooner. As you stand on the deck of the tall ship, pass by sights such as Mallory Square with its Sunset Celebration and the Navy Mole, where big ships dock. Hors d'oeuvres and unlimited drinks are included onboard. Take your pick of beer, wine, sparkling wine, cocktails, soda, and homemade tropical sangria.
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  • 2 hours
  • Free Cancellation
From
$99.95
From
$99.95

Schooner Key West Day and Sunset Cruises with Full Bar
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Schooner Key West Day and Sunset Cruises with Full Bar

star-4.5
116
Set sail on the schooner Appledore for a scenic cruise from Key West!.  Join the crew to raise the sails, take a turn at the wheel, or just soak up views of the gorgeous Florida coast with a cocktail.. Choose a day sail for maximum sunshine, or opt for a sunset sail in the early evening, then enjoy a selection of drinks during your time on the water.
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  • 2 hours
  • Free Cancellation
From
$44.95
From
$44.95

Key West Historic Seaport Food Tasting and Cultural Walking Tour
Likely to Sell OutLikely to Sell Out

Key West Historic Seaport Food Tasting and Cultural Walking Tour

star-5
263
Taste your way through Key West's Historic Seaport on a gourmet walking tour with a local guide. You'll stroll from the beach and docks into some of the most colorful neighborhoods in Key West, pausing to sample locally-caught fish tacos, Key West pink shrimp, spiny lobster, or other just-as-delicious non-seafood options, learning about Key West history along the way. Don't forget to save room for a refreshing glass of white wine and our famous key lime pie! Exploring Key West on foot is an ideal way to soak up the vibrant atmosphere, and group size is limited to 10 people to ensure personal service from your guide.
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  • 3 hours
  • Free Cancellation
From
$88.68
From
$88.68

The Key West Dolphin & Snorkel Experience
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The Key West Dolphin & Snorkel Experience

star-4.5
67
Experience the best that Key West has to offer with this combination tour that includes a dolphin watch, snorkeling, and a view of the island’s famous sunset. Spot dolphins in their natural habitat in the Florida Keys National Marine Sanctuary and snorkel in the blue waters surrounding Key West during this family-friendly excursion.
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  • 3 hours
  • Free Cancellation
From
$74.95
From
$74.95

Key West Sunset Sail Aboard Schooner
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Key West Sunset Sail Aboard Schooner

star-5
249
Set sail on a replica of the 1851 Schooner America on a cruise from Key West. See the top sights of the city, including Fort Zachary, Mallory Square, and Sand Key Lighthouse from a unique perspective. Your cruise is accompanied by complimentary hors d’oeuvres along with alcoholic and non-alcoholic beverages. Allow yourself to truly unwind as the sun sinks into the Atlantic Ocean.
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  • 2 hours
  • Free Cancellation
From
$103.20
From
$103.20

Key West Florida Reef Half-Day Snorkeling Excursion

Key West Florida Reef Half-Day Snorkeling Excursion

star-4.5
706
Enjoy an afternoon of swimming and snorkeling on this cruise off the coast of Key West. Spend a relaxing afternoon on a 69-foot catamaran headed to North America's only living coral barrier reef for the adventure of a lifetime. Pass some of Key West’s top attractions on the way, then dive right in to see more than 600 species of colorful fish, coral, and other sea life. This cruise includes professional snorkeling gear and instruction plus beer, wine, and soft drinks.
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  • 3 hours
  • Free Cancellation
From
$45.95
From
$45.95

Key West Sunset Champagne Catamaran Cruise
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Key West Sunset Champagne Catamaran Cruise

star-4.5
335
Experience a sunset you’ll never forget on this 2-hour catamaran cruise in Key West. Sip on your choice of wine, champagne, beer or sangria as you watch the sun go down over the water. As you sail you’ll catch glimpses of the island and marvel at the views from the turquoise water. Cocktails are also available at a cash bar on board.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$51.95
From
$51.95

Key West Schooner Backcountry Eco-Tour: Sail, Snorkel & Kayak

Key West Schooner Backcountry Eco-Tour: Sail, Snorkel & Kayak

star-4.5
102
Explore the patch reefs, mangrove islands, and waterways of Key West on a 6-hour cruise and snorkeling tour aboard a wooden sailing schooner. Take a hand at the wheel on your way across the Gulf of Mexico, kayak through the mangroves, then snorkel through patch reefs and sponge gardens. This 6-hour tour includes breakfast, lunch, and access to an open bar on the return sail to Key West.
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  • 5 hours
  • Free Cancellation
From
$119.95
From
$119.95

Private Key West Morning Charter Boat Tour

Private Key West Morning Charter Boat Tour

star-5
25
Exploring the crystal-clear waters of the Florida Keys National Marine Sanctuary is a must-do when visiting the Keys, but big boat tours can feel crowded and rushed. This private snorkeling tour is exclusively for your party and takes you out to the reef to see marine life, as well as a tropical sandbar. You'll also have the chance to paddle board around bird-filled mangroves.
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  • 3 hours
  • Free Cancellation
From
$258.34
Price varies by group size
From
$258.34
Price varies by group size

Key West Hop-On Hop-Off Trolley Tour

Key West Hop-On Hop-Off Trolley Tour

star-4.5
545
Explore the best that Key West has to offer on this narrated, hop-on hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions, with an expert guide who takes you through the history of the city. Select from an unlimited 1- or 2-day pass to suit your schedule.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$50.35
From
$50.35

Key West Ghosts and Gravestones Trolley Tour

Key West Ghosts and Gravestones Trolley Tour

star-4
321
Discover some of Key West’s deepest, darkest secrets on a 60-minute ghost-themed trolley tour. The Trolley of the Doomed explores the darker side of one of the most haunted cities in the country. Experience Key West’s frightening past while traveling down the narrow, dark streets of Old Town, lined with 19th-century wooden houses that still bear the secrets of their former inhabitants. This tour is narrated by a 17th-century gravedigger guide who’s almost as scary as the stories being shared.
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  • 1 hour
  • Free Cancellation
From
$38.80
From
$38.80

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What people are saying about Key West Tours

star-5
Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
"All around great experience. Food and drink were abundant. The staff was excellent and the scenery was awesome."..."
star-5
Key West Sunset Cruise with Live Island Music
"We love the sunset cruise aboard Fury! The boarding process is super quick and the entertainment starts as soon as they take off. There is plenty of space to walk around or sit and relax. The crew is incredible and really go the extra mile to ensure everyone has a great time. This is one of the top things to experience while in Key West."..."
star-5
Key West Sunset Dinner Cruise with Tropical Buffet
"It was fantastic. The food and entertainment were excellent. Would definitely recommend for the highlight of anyone’s key West visit"..."
star-5
Shark and Wildlife Viewing Adventure in Key West
"I read the reviews and it sounded too good to be true. However, the capt. and guide were friendly and knowledgeable. We 100% saw a shark frenzy and could take lots of photos. We also were able to see dolphins. Magical day on the water."..."
star-5
Island Adventure Snorkel Kayak and Tour from Key West
"This was a must do trip in Key West. If you are lucky enough to get Rachel on your tour, you hit the jackpot. Such an asset to company. Very informative and super attentive to passengers."..."
star-5
Key West Parasailing Adventure
"It was an amazing experience. It was even more fun because of the crew as they were hilarious and very friendly."..."
star-5
Half-Day Cruise from Key West with Kayaking and Snorkeling
"Meg and her crew were informative, entertaining and efficient. They provided a great time and kept us safe."..."
star-5
Key West Full-Day Island T'ing Eco-Tour: Sail, Kayak and Snorkel
"Great day with plenty of time for each activity. The crew was always helpful with everyone onboard. The teenagers already have said they want to go again."..."
star-5
Sunset Sail in Key West with Beverages Included
"Callie and Parker were awesome hosts and we had a FANTASTIC time! Local business with a super-chill vibe and the boat and overall experience was a highlight of our vacation."..."
star-5
Small-Group Key West Sunset Sail with Wine
"Wonderful trip! Cap’t Mary and her crew were fantastic hosts. Yummy wine and snacks and a beautiful boat ride."..."
star-5
Key West Mangrove Kayak Eco Tour
"Our tour guide, Aliya and Copper, we’re the best! Very knowledgeable and our family had a great time!"..."
star-5
Key West Jet Ski Tour: Free 2nd Rider
"Extremely fun and easy. Great staff as well. The jet skis were very well maintained and simple to use. Very entertaining tour guide."..."
star-5
Key West Dolphin Watch and Snorkel Cruise
"Andrew"s first day, he really WENT OVERBOARD to make it a great experience, very informative, the baby dolphin was so cute."..."
star-5
Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar
"Great team, very hospitable, drinks were always full, food was great, sunset was amazing! Would recommend to others"..."
star-5
Schooner Key West Day and Sunset Cruises with Full Bar
"There are 4 in our group we couldn't have had a better time your whole crew made us feel extremely comfortable would recommend to all of my friends thank you for a great time"..."
star-5
Key West Historic Seaport Food Tasting and Cultural Walking Tour
"Kayla, our sweet tour guide, was so knowledgeable! The food along the tour was delicious. It’s a great was to see so many areas of Key West. I definitely recommend!!!"..."
star-5
The Key West Dolphin & Snorkel Experience
"Outstanding experience!!! Would highly recommend! Key West sunset is a bucket list event!!! A definite must see!!!"..."
star-5
Key West Sunset Sail Aboard Schooner
"We are Family with small kids. Had a blast. Wonderful and attentive crews and captain. Kids had an experience to drive the boat and they loved it!! Thank you!!"..."
star-5
Key West Florida Reef Half-Day Snorkeling Excursion
"Had an amazing time! I read the reviews and was worried. Our water was perfect. Crew fantastic and fun to chat with! Other guests made the day complete."..."
star-5
Key West Sunset Champagne Catamaran Cruise
"The crew on the boat were great! Beer sangria and champagne available.. sunset was amazing!!! Easy on and off. Lots of sights to see"..."
star-5
Key West Schooner Backcountry Eco-Tour: Sail, Snorkel & Kayak
"What a great Captain and crew. We had a fantastic day. The sailing was great. Kayaking fun. Learned alot about the eco system here with the mangroves. The snorkeling was awesome. Crew were very attentive. Well worth the money. Very friendly and did not rush anything."..."
star-5
Private Key West Morning Charter Boat Tour
"Captain Donnie was wonderful and Jackie was great with communication! The location where we stopped was impeccable. Couldn't say enough about how wonderful our morning on the boat was!"..."
star-5
Key West Hop-On Hop-Off Trolley Tour
"The only way to see and tour key west. Good history lesson as you ride. Stop at Hemingway House or Butterfly Conservatory or Mallory Square. The only way to be on vacation and tour."..."
star-5
Key West Ghosts and Gravestones Trolley Tour
"Our host Isaac, he was amazing. Very spooky, love the tour I definitely would recommend to friends and family. Great night"..."

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