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48 results | All Key West Tours

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
1556
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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From
$79.95
From
$79.95

Shark and Wildlife Viewing Adventure in Key West
1056
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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From
$89.00
From
$89.00

Half-Day Cruise from Key West with Kayaking and Snorkeling
893
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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From
$106.00
From
$106.00

Key West Southernmost Food and Cultural Walking Tour
753
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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From
$88.68
From
$88.68

Small-Group Key West Sunset Sail with Wine
634
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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From
$99.95
From
$99.95

Adults only Champagne Celebration Sunset Cruise from Key West
448
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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From
$81.40
From
$81.40

Key West Sunset Champagne Catamaran Cruise
407
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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From
$59.95
From
$59.95

Island Adventure Snorkel Kayak and Tour from Key West
397
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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From
$139.70
From
$139.70

Dry Tortugas National Park Day Trip by Catamaran from Key West
342
Escape to the secluded islands and tropical beaches off the coast of Key West on this guided, full-day adventure to historic Dry Tortugas National Park. History buffs and outdoor enthusiasts alike will love this unique voyage, where getting there is half the fun on board the Yankee Freedom III, a luxurious, state-of-the-art catamaran. Enjoy snorkeling (equipment provided) in the crystal blue waters and take in the military fort, national park, campground, sandy beaches and coral reefs that make this area special. Breakfast and lunch included.
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From
$200.00
From
$200.00

Key West Historic Seaport Food Tasting and Cultural Walking Tour
342
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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From
$88.68
From
$88.68

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar
313
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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From
$99.95
From
$99.95

Key West Wild Dolphin Sail and Shallow-Water Snorkel
270
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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From
$97.91
From
$97.91

Key West Snorkel and Sunset Sail: Rum n' Reggae
219
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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From
$64.45
From
$64.45

Key West Craft Cocktail Crawl
213
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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From
$93.68
From
$93.68

Key West Dolphin Watch Sunset Sail with Premium Wine, and Tapas Pairings
194
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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From
$89.95
From
$89.95

Private Half-Day Key West Boat Trip
129
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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From
$725.00
per group
From
$725.00
per group

Corsair 2 Sportfishing Key West
79
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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From
$900.00
per group
From
$900.00
per group

Florida Keys Nature & History Tour from Key West
57
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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From
$102.00
From
$102.00

Half Day Private Boat Tour! See Key West the way the locals do
56
Tales of the sea, visits to local hotspots, and marine life viewing are all on the agenda during this half-day private boat tour launching from Key West. Hop aboard your guide’s boat and cruise out into the waters surrounding Key West. Spend the day fishing or snorkeling using the captain’s gear and equipment. You’ll explore sandbars while keeping an eye out for dolphins, turtles, seabirds, and the other wildlife on this custom trip.
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From
$695.00
per group
From
$695.00
per group

Hemingway Food and Walking Tour
47
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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From
$89.00
From
$89.00

Private Key West Conch Republic Tiki Bike Experience by Kokomo Cabs Key West
40
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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From
$224.99
per group
From
$224.99
per group

2-Hour Private Sunset Cruise around Key West
37
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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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
36
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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From
$456.88
per group
From
$456.88
per group

Private Key West Morning Charter Boat Tour
32
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.
…More
From
$258.34
Price varies by group size
From
$258.34
Price varies by group size
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