Key West Tours
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Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
866
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
$69.95
From
$69.95
Face masks required for guides in public areas
Face masks provided for travelers
Hand sanitizer available to travelers and staff
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Dry Tortugas National Park Day Trip by Catamaran from Key West
206
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
$190.00
From
$190.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
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Key West Florida Reef Half-Day Snorkeling Excursion
480
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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From
$45.95
From
$45.95
Face masks required for guides in public areas
Face masks provided for travelers
Hand sanitizer available to travelers and staff
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Key West Glass-Bottom Boat Tour with Sunset Option
167
For the aquatic adventure of a lifetime, take this cruise to North America's only living coral barrier reef. No need to go scuba diving or snorkeling for this great view — from the deck of a glass-bottom catamaran boat, see more than 600 species of tropical fish, sharks, turtles, lobsters and crabs, plus colorful coral and a vast collection of other sea life. Upgrade to a sunset cruise to enjoy a glass of Champagne as the sun settles into the Gulf of Mexico.
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From
$49.77
From
$49.77
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
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Key West Full-Day Power Adventure: Sailing & Watersports Package
492
Enjoy the Key West sunshine on a full-day catamaran excursion, and take part in a range of watersports, too. As you cruise around the alluring Gulf of Mexico, gaze out at the scenery and spot local marine life. Choose from a range of activities from snorkeling and kayaking to adrenaline-fuelled parasailing or Jet Skiing. Breakfast and lunch are served on board.
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From
$174.95
From
$174.95
Face masks required for guides in public areas
Face masks provided for travelers
Hand sanitizer available to travelers and staff
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Key West Mangrove Kayak Eco Tour
432
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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From
$50.00
From
$50.00
Social distancing enforced throughout experience
Regularly sanitized high-traffic areas
Gear/equipment sanitized between use
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Key West Living Coral Reef Snorkel Adventure
219
Explore the only living coral reef in North America during this snorkeling adventure from Key West. Sail aboard a state-of-the-art catamaran as you voyage toward the reef. Receive snorkeling guidance from your knowledgeable crew, making this experience perfect for first-time snorkelers. Use of sanitized snorkel gear and beer, water, and champagne on the morning trip or margaritas on the afternoon trip provided.
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From
$45.49
From
$45.49
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
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Key West Full-Day Island T'ing Eco-Tour: Sail, Kayak and Dolphin Watch
367
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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From
$124.95
From
$124.95
Face masks required for guides in public areas
Face masks provided for travelers
Hand sanitizer available to travelers and staff
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Shark and Wildlife Viewing Adventure in Key West
475
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
$84.27
From
$84.27
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
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Key West Sunset Sail Aboard Schooner
172
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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From
$103.20
From
$103.20
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
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Key West Wild Dolphin Sail and Shallow-Water Snorkel
158
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
Hand sanitizer available to travelers and staff
Regularly sanitized high-traffic areas
Gear/equipment sanitized between use
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Miami: Key West with Dolphin Snorkel Tour
23
Get ready for fun in the sun on this day trip off the coast of Key West. Ride across 42 islands from Miami to Key West, then explore this island city in any number of ways during your free time. See where Ernest Hemingway used to live or visit the Mel Fisher Maritime Heritage Museum. Take a hop-on hop-off trolley tour, see the sites from the famous Conch Tour Train, or take an optional snorkeling tour. Relax, feel the warm sea breeze and enjoy the day. Miami hotel pickup and drop-off included.
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From
$63.20
$15.80 savings
From
$63.20
$15.80 savings
Hand sanitizer available to travelers and staff
Social distancing enforced throughout experience
Regularly sanitized high-traffic areas
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Key West Snorkel and Sunset Sail: Rum n' Reggae
118
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
$49.34
From
$49.34
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
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Parasailing in Key West with Professional Guide
113
Get a bird’s-eye view of Key West from high above the crystal blue waters of the Atlantic Ocean on this parasailing tour. Experience the thrill of flying while watching the bustling activity along the coastline and the abundance of marine life below. See dolphins, turtles, fish, and more from 300 feet in the air. Enjoy gentle, dry takeoffs and landings.
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From
$79.95
From
$79.95
Face masks required for guides in public areas
Face masks provided for travelers
Hand sanitizer available to travelers and staff
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All-Inclusive Water Adventure Excursion in Key West
164
Save time and money in Key West on this all-inclusive, full-day excursion. Enjoy a day of sailing, snorkeling, and kayaking off the coast. Visit the Key West National Wildlife Refuge and explore an underwater world full of colorful fish and coral. Includes a buffet lunch with unlimited beer, wine, and soft drinks.
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From
$129.00
From
$129.00
Regularly sanitized high-traffic areas
Gear/equipment sanitized between use
Transportation vehicles regularly sanitized
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Ultimate Jet Ski Tour of Key West
203
Experience Key West’s tropical blue waterways on this Jet Ski tour along the Atlantic Ocean and/or the Gulf of Mexico. Enjoy panoramic island views and watch for dolphins, stingrays, sea turtles, manatees and more while gliding over warm ocean water. Bring a waterproof camera to capture this southernmost point in the continental United States.
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From
$154.75
per group
From
$154.75
per group
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
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Sunset Sail in Key West with Beverages Included
122
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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From
$61.46
From
$61.46
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Regularly sanitized high-traffic areas
Learn More

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar
182
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
$79.95
From
$79.95
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
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Parasailing in Key West Seaport
50
Try something new in Key West: parasailing. Adventure seekers who've booked this trip will love soaring over the Key West Seaport. The experience is available for singles, doubles, and even triples so it's a fantastic activity for a group of friends or a family. You'll board a state-of-the-art boat, get briefed by the crew, and then fly over the city—free as a bird.
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From
$69.95
From
$69.95
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Social distancing enforced throughout experience
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Guided Bicycle Tour of Old Town Key West
1058
Ride through the streets of Old Town Key West during a leisurely bicycle tour—a perfect introduction for first-time visitors. Learn about the island's history and see highlights such as Mallory Square, Mile Marker Zero, and White Street Pier. Pedal out to the Southernmost Point Buoy and enjoy panoramic ocean views. Plus, choose from morning or afternoon times to easily fit this tour into your schedule.
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From
$49.81
From
$49.81
Hand sanitizer available to travelers and staff
Social distancing enforced throughout experience
Regularly sanitized high-traffic areas
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Scuba Diving Guided Tour from Big Pine Key
74
Go scuba diving at a Key West reef without any required certification. Under the supervision of a certified dive instructor, spend your vacation time exploring the underwater world of one of the earth's largest reefs. This is a perfect opportunity to learn the basics of scuba; all instruction and equipment included means even beginners can give it a try.
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From
$115.00
From
$115.00
Face masks required for travelers in public areas
Hand sanitizer available to travelers and staff
Social distancing enforced throughout experience
Learn More

Key West Schooner Backcountry Eco-Tour: Sail, Snorkel & Kayak
77
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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From
$109.95
From
$109.95
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
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Island Adventure Snorkel Kayak and Tour from Key West
207
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
$118.50
From
$118.50
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
Learn More

Ultimate Adventure from Key West including Breakfast, Lunch and Drinks
146
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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From
$173.00
From
$173.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers
Learn More
- Mallory Square
- Key West Aquarium
- Fort Zachary Taylor
- Vandenberg Wreck
- Key West Butterfly and Nature Conservatory
- Overseas Highway
- Duval Street
- Key West Shipwreck Treasure Museum
- Ripley's Believe It or Not! Key West Museum
- Florida Keys National Marine Sanctuary
- Smathers Beach
- Basilica of Saint Mary Star of the Sea
- Key West Garden Club
- St. Paul's Key West Episcopal Church
- Mel Fisher Maritime Museum
- Edward B. Knight Pier
- Key West Cemetery
- Dry Tortugas National Park
- Ernest Hemingway Home and Museum
- Key West Cruise Port
- Harry S. Truman Little White House
- Hard Rock Cafe Key West
- Southernmost Point of the Continental USA
- Key West Lighthouse and Keeper's Quarters Museum
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