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36 results | All Key West Tours

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Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
Likely to Sell OutLikely to Sell Out

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

star-4.5
1470
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
$79.95
From
$79.95

Shark and Wildlife Viewing Adventure in Key West
Likely to Sell OutLikely to Sell Out

Shark and Wildlife Viewing Adventure in Key West

star-5
1015
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
$89.00
From
$89.00

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
854
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
$106.00
From
$106.00

Key West Southernmost Food and Cultural Walking Tour
Likely to Sell OutLikely to Sell Out

Key West Southernmost Food and Cultural Walking Tour

star-5
723
Eat your way around Key West on this food tour with a guide who introduces you to 'mom and pop' eateries in the Old Town historic district. Taste seafood, Cuban cuisine, and, of course, key lime pie. The walking tour route takes you off typical touristy streets so you can see Key West like a local, listening to insights about the city's food, architecture, and history along the way. Tastings are enough for a hearty lunch.
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  • 3 hours
  • Free Cancellation
From
$88.68
From
$88.68

Small-Group Key West Sunset Sail with Wine
Likely to Sell OutLikely to Sell Out

Small-Group Key West Sunset Sail with Wine

star-5
614
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

Adults only Champagne Celebration Sunset Cruise from Key West
Likely to Sell OutLikely to Sell Out

Adults only Champagne Celebration Sunset Cruise from Key West

star-5
434
Escape to the still waters off the coast of Key West on this adults-only sunset champagne cruise. Enjoy the peaceful calm of a late afternoon sail on a comfortable catamaran limited to just 14 passengers. Enjoy house champagne, red or white wine, ice-cold beer, a soft drink or bottled spring water, and a gourmet cheese buffet. 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
From
$81.40
From
$81.40

Key West Sunset Champagne Catamaran Cruise
Likely to Sell OutLikely to Sell Out

Key West Sunset Champagne Catamaran Cruise

star-4.5
389
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
$59.95
From
$59.95

Island Adventure Snorkel Kayak and Tour from Key West
Likely to Sell OutLikely to Sell Out

Island Adventure Snorkel Kayak and Tour from Key West

star-4.5
375
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
$139.70
From
$139.70

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
331
Taste your way through Key West's Historic Seaport on a gourmet walking tour with a local guide. You'll stroll from the 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 12 people to ensure personal service from your guide.
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  • 3 hours
  • Free Cancellation
From
$88.68
From
$88.68

Ultimate Adventure from Key West including Breakfast, Lunch and Drinks
Likely to Sell OutLikely to Sell Out

Ultimate Adventure from Key West including Breakfast, Lunch and Drinks

star-4.5
312
Enjoy an amazing day out on the water in Florida’s Key West with this ultimate adventure tour. Spend the day partaking in water sports such as parasailing, jet skiing, and and a ride on a the Banana Boat. You can also go snorkeling, and try to catch sight of angelfish and other brightly colored fish. Sunbathe on the boat’s spacious deck, or just take in the sights of the Key West area. Breakfast, a buffet lunch, and drinks are included with your tour.
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  • 6 hours
  • Free Cancellation
From
$214.95
From
$214.95

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
302
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

Key West Wild Dolphin Sail and Shallow-Water Snorkel
Likely to Sell OutLikely to Sell Out

Key West Wild Dolphin Sail and Shallow-Water Snorkel

star-4.5
255
Take a half-day sailing adventure off the coast of Key West, Florida and observe wildlife. Sail away from the island city of Key West to the beautiful blue waters off the coast on a large catamaran. See dolphins swimming and jumping alongside the boat, then jump in for an easy shallow-water snorkel above a coral reef, shipwreck, or sponge garden, all supporting over 600 species of marine life. Relax, feel the warm sea breeze and enjoy light snacks and a variety of refreshing beverages on board the boat.
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  • 4 hours
From
$97.91
From
$97.91

Key West Snorkel and Sunset Sail: Rum n' Reggae
Likely to Sell OutLikely to Sell Out

Key West Snorkel and Sunset Sail: Rum n' Reggae

star-4.5
203
Combine a snorkel session on North America's only living coral reef with a Key West sunset during this catamaran cruise. Listen to lively reggae beats, snorkel using the provided equipment, and watch the sunset with a rum punch in hand.
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  • 3 hours
  • Free Cancellation
From
$64.45
From
$64.45

Key West Craft Cocktail Crawl
Likely to Sell OutLikely to Sell Out

Key West Craft Cocktail Crawl

star-5
202
Explore Key West through the eyes of a local on a craft cocktail tour that stops at five off–the–beaten–path establishments, from a historic mansion to a boutique hotel that was once a hospital. In addition to navigating for you, your guide uses the city’s bar scene to give you an overview of its history and culture. The tour includes five craft cocktails and two gourmet food tastings.
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  • 3 hours
  • Free Cancellation
From
$93.68
From
$93.68

Key West Dolphin Watch Sunset Sail with Premium Wine, and Tapas Pairings
Likely to Sell OutLikely to Sell Out

Key West Dolphin Watch Sunset Sail with Premium Wine, and Tapas Pairings

star-4.5
172
Limited to an intimate number of passengers, this small-group sunset sail includes an up-close look at dolphins as well as views of Key West landmarks like the legendary Mallory Square, Sunset Key, and historic Fort Zachary Taylor. Then, relax on the luxury catamaran to watch the sunset as nibble on tapas such as shrimp cocktail served with wine and champagne.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$89.95
From
$89.95

Private Half-Day Key West Boat Trip
Likely to Sell OutLikely to Sell Out

Private Half-Day Key West Boat Trip

star-5
119
If Key West isn’t a paradise enough, you can up the ante and spend the perfect day on the water with this half-day, customizable private boat trip. Jump on board and let the captain help you make the experience as memorable as possible. Fishing? Snorkeling? Kayaking and sunbathing? You can do it all with equipment provided by the captain. Float on a pool noodle and sip on soda while you enjoy quality time under the sun.
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  • 4 hours
  • Free Cancellation
From
$725.00
per group
From
$725.00
per group

Corsair 2 Sportfishing Key West
Likely to Sell OutLikely to Sell Out

Corsair 2 Sportfishing Key West

star-5
76
While you’re in Key West, head out on the deep blue waters on this sportfishing charter. The saltwater fishing boat holds up to six anglers, and is rigged with state-of-the-art navigational electronics and safety equipment, outriggers, a fighting chair, a live bait tank, and ice boxes. Plus, it features two private restrooms, a kitchen, flybridge, beds, and air conditioning.
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  • 1 day 4 hours
  • Free Cancellation
From
$900.00
per group
From
$900.00
per group

The Ghosts of Key West Walking Tour
Likely to Sell OutLikely to Sell Out

The Ghosts of Key West Walking Tour

star-4.5
66
Key West is rich in spooky history but you need a local's insight to fill you in. This walking tour is focused on the island city's hauntings and ghost tales. As you visit notable spots such as St. Paul's Episcopal Church and the Audubon House and Tropical Gardens, your guide will shed light on prominent figures and the dark history of Key West.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$24.99
From
$24.99

Florida Keys Nature & History Tour from Key West
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Florida Keys Nature & History Tour from Key West

star-5
54
Keep your eyes free to roam on this tour of the Lower Keys from Key West. Ride in a comfortable van across the Overseas Highway and more than 20 bridges en route to three islands, including stops at Bahia National Park, Blue Hole, and more. This small-group tour is limited to 13 passengers or fewer and includes private audio headsets to ensure you can hear your driver's commentary along the way.
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  • 4 hours
  • Free Cancellation
From
$102.00
From
$102.00

Hemingway Food and Walking Tour

Hemingway Food and Walking Tour

star-4.5
45
Follow in the footsteps of Ernest Hemingway during a walking tour that focuses on food, culture, and history. Exploring Key West on foot means that you'll get a more intimate glimpse into the historic area, which is characterized by its charming bars and plethora of museums. Plus, you'll receive personalized attention as you explore in a small group limited to only 15 other travelers.
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  • 2 hours
  • Free Cancellation
From
$89.00
From
$89.00

Private Key West Conch Republic Tiki Bike Experience by Kokomo Cabs Key West
Likely to Sell OutLikely to Sell Out

Private Key West Conch Republic Tiki Bike Experience by Kokomo Cabs Key West

star-5
39
Swap crowded bus tours for a private and personalized tour of Key West on a comfortable, and unique, tiki bike. Your driver will pedal you around the streets of Old Town and the Historic District to top attractions and places that cannot be reached by bus. You'll also be treated to a slice of famous Kermit's Key lime pie.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$224.99
per group
From
$224.99
per group

2-Hour Private Sunset Cruise around Key West

2-Hour Private Sunset Cruise around Key West

star-4.5
35
Key West is famed for its sunsets but the scene in town tends to be crowded. Sidestep the big crowds by getting out onto the water on a private tour. In the company of just your party and the captain, relax as you cruise around the island and the captain points out all the important landmarks.
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  • 2 hours
  • Free Cancellation
From
$200.00
Price varies by group size
From
$200.00
Price varies by group size

2-Hour Private Sunset Cruise on a Tiki Bar Boat in Key West

2-Hour Private Sunset Cruise on a Tiki Bar Boat in Key West

star-4.5
34
Cruise alongside Key West’s picturesque waterfront in style during this private sunset tour aboard a charactered tiki bar boat. Enjoy BYOB drinks in a floating, thatched bar, complete with private restroom, bluetooth-equipped television and stereo, and padded bar stools. Head past attractions like Sunset Pier, Mallory Square, Wisteria Island, and Trumbo Point, with cruises timed to capture the coastline’s famous sunsets.
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  • 2 hours
  • Free Cancellation
From
$456.88
per group
From
$456.88
per group

Private Fishing Charter from Ramrod Key
Likely to Sell OutLikely to Sell Out

Private Fishing Charter from Ramrod Key

star-5
32
Escape the Florida Keys crowds by heading into the backcountry on this private fishing tour. In the company of just your party and the crew, you'll enjoy your guide's undivided attention as you fish for a variety of species such as tarpon, bonefish, permit, barracuda, snapper and sea trout in the shallows and flats. Most likely, you'll be fishing depths of two to eight feet.
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  • 4 hours
  • Free Cancellation
From
$500.00
per group
From
$500.00
per group

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