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Key West Tours

Our most recommended Key West Tours

Key West: 2-Hour Sunset Sail on Schooner America 2.0

1. Key West: 2-Hour Sunset Sail on Schooner America 2.0

Take in the vibrant colors of Key West's fabulous sunset as you glide through the waters on one of the finest boats in the Key West Schooner Fleet. Watch the sun fade into the horizon and the stars emerge into the deep blue sky. America 2.0 features teak decks, mahogany-trimmings, and 3,600 square feet of canvas! Sit back and relax while she plies effortlessly through the crystal-clear waters off Key West, heading towards the horizon for the quintessential Florida sunset experience! Some of the sights on this sailing adventure include a view of Fort Zachary Taylor from the water, and views of the famed Sand Key Reef, Mallory Square, and Sunset Pier. Keep your eyes peeled for wildlife such as dolphins, sea turtles, and water birds – and for the famous Key West "Green Flash" at sunset. Bring your family or friends and join the courteous and professional crew for this sunset sail that completes the Key West experience in comfort and elegance.

Key West: Dolphin Watching and Snorkeling Eco Cruise Tour

2. Key West: Dolphin Watching and Snorkeling Eco Cruise Tour

Enjoy a dolphin-watching cruise in Key West. Snorkel in the Key West Wildlife Refuge, see playful bottlenose dolphins, and enjoy a cold beer or wine as you cruise. Climb aboard a fast catamaran and head out into the Gulf. As you cruise, see the grace and beauty of the resident Key West dolphins in the shimmering turquoise waters of the Gulf of Mexico. Look for bottlenose dolphins as they swim, play, and feed. Then, head to the Key West Wildlife Refuge to snorkel in the shallow backcountry waters. Relax in the knowledge that your tour has the prestigious “Dolphin SMART” certification, a national program created by conservation agencies, that protects and promotes the responsible observance of dolphins. Begin your ride back to the dock, and enjoy a complimentary cold beer and chilled wine. Opt for the sunset tour and experience the world-famous Key West sunset as a bonus.

Key West: Sunset Sailing Trip with Open Bar, Food and Music

3. Key West: Sunset Sailing Trip with Open Bar, Food and Music

Join a sailing experience to get you closer to the sunset than ever before. Set sail from the historic sea port of Key West and head straight out to sea for a cruise with unobstructed views of the sunset on the horizon. During the cruise, enjoy an unlimited open bar, with a wide variety of drinks on offer including rum runners, Champagne, margaritas, and draft beer. Taste a selection of finger foods, ranging from Swedish meatballs, veggie treats, cheese and crackers, pita and hummus, and meat and veggie platters. You will be sailing on one of Key West's newest sailing catamarans, the Sandie Cat. This vessel has capacity for up to 149 passengers across 3 decks, so there will always be plenty of room onboard. Grab a drink, head to the upper deck, and dance to live music as you watch the sun go down. The captain and crew will even let you help raise the sails and you can ask to have a picture taken driving the boat.

Key West: Sunset Cruise with Buffet Dinner and Open Bar

4. Key West: Sunset Cruise with Buffet Dinner and Open Bar

Climb aboard "The Party Cat" for a wonderful 2-hour cruise around the harbor.   Enjoy a freshly prepared tropical food buffet in an enclosed air-conditioned dining room. Choose from dinner options such as roast pulled pork in mojo sauce, deep fried sweet plantains, black beans and rice, marinated grilled chicken, fried fish, mixed vegetables, mashed potatoes, pasta with mini shrimp and Cuban bread and butter. Sip on your choice of tipple — margaritas, rum runners, champagne, beer, wine or spirits. After dinner, stroll upstairs to the upper deck for live music. Dance the night away or simply listen to the beat as you watch the sun set over the horizon into the Gulf of Mexico. Witness the beautiful display of colors across the night sky.

Key West: Old Town Trolley 12-Stop Hop-On Hop-Off Tour

5. Key West: Old Town Trolley 12-Stop Hop-On Hop-Off Tour

Enjoy the sun, charming setting, and clear waters of Key West on this Old Town Trolley Hop-On Hop-Off Tour. This tour covers the entire city. You can avoid the trouble of driving and parking in a new place. The trolley tour is also designed so that you can hop-on and off and explore on your own, on any of the 12 stops. Your ticket is valid for all day, so you can tour at your own speed. There are frequent pick-ups at all of the 12 stops so you’ll never have far to walk. And our Old Town Trolley conductors will be there to guide you through this tropical paradise on one of the distinctive orange and green trolleys. There are 13 Stops conveniently located close to many places of interest in Key West: 1) 400 Wall St: Mallory Square1a) Whitehead/Caroline St: Presidential Gates2) 280 Margaret St: Mac’s Sea Garden3) Corner of Greene/Simonton St: Simonton Row4) 430 Duval St: La Concha Hotel5) Whitehead/Petronia: Bahama Village6) 2400 N. Roosevelt Blvd: Fairfield Inn7) 3840 N. Roosevelt Blvd: Roosevelt Station8) 3755 S. Roosevelt Blvd: Hampton Inn9) 3501 S. Roosevelt Blvd: East Martello10) 1500 Reynolds St: Casa Marina11) South/Simonton St: Southernmost Trolley Stop12) Corner of Truman/Duval St: Truval Village13) Corner of Angela/Duval St: Angela Street Depot

Miami: Day Trip to Key West with Optional Activities

6. Miami: Day Trip to Key West with Optional Activities

Get ready for fun in the sun on a day trip from Miami to Key West. Choose to take a glass bottom boat cruise through a maze of mangrove-canopied canals and streams, parasail on the coast, ride a conch train, or jump into the water for a snorkeling session above a coral reef with diverse marine life. Start your day on an air-conditioned bus from Miami Beach to Key West with a 4-hour drive. Watch as your tour guide points out the famous 31 Caribbean Islands along the drive known as the Florida Keys. Cross 43 bridges as you travel through the Keys to Key West. See the Atlantic Ocean and the Gulf of Mexico while driving by the coastline. Key West is the most southern point of the USA and only 90 miles from Cuba. Once you arrive in Key West, get 6 hours to explore the island at a leisurely pace, stroll the artistic streets, or relax at outdoor cafes and restaurants. Upgrade your day trip by choosing an option that includes one of the following inclusions: - Hop-on Hop-off Conch Train All-Day Ticket. This 70-minute narrated tour around Key West is one of Florida’s Top attractions, covers over 100 points of interest, and includes 4 Hop-on Hop-off stops around town. - A 3-hour snorkeling adventure at North America’s only living coral reef. Travel on a state-of-the-art Catamaran, receive professional instruction, use top-of-the-line snorkel gear, and enjoy an open bar on the way back (including sodas beer, wine, champagne, margaritas, well-mixed drinks)  - A 2-hour cruise on a glass-bottom boat where you can witness the wonders of North America’s only living coral reef, maybe spotting sea turtles and rays. Fun for all the family, you also get great views of Key West from the sea. - A 12-15 minute parasail off the coast of Key West on a 1-hour parasailing adventure. Enjoy the tropical vibe of the Keys as you are helped into your parasail harness, before being slowly raised in the air, until you are flying high above Key West. Make your way back from Key West to Miami Beach at 5:00 PM.

Key West: Jet Ski Island Tour with Free Second Rider

7. Key West: Jet Ski Island Tour with Free Second Rider

Climb on a brand new jet ski and set off on a thrilling island jet ski adventure. With your experienced guides, navigate through mangrove islands, stop at a local sandbar for a dip in the crystal clear waters, get a picture of the southernmost point from the water, and more. Each tour has 2 guides to ensure the complete safety of riders. The first guide sets the pace at the front, allowing all riders who want to go fast the opportunity to floor it. The second guide brings up the back, allowing the riders who want a more leisurely tour to go at their own pace. This tour has been voted the best jet ski tour in Key West. Get a great deal with a free second rider on each jet ski.

Key West: 2-Hour Sunset Sail with Live Music

8. Key West: 2-Hour Sunset Sail with Live Music

Set sail on a breathtaking sunset cruise aboard a spacious catamaran. Admire views of the Historic Seaport, pass jugglers and entertainers at the Mallory Square Sunset Celebration, and gaze at Fort Zachary Taylor. Enjoy unlimited drinks and appetizers on board, as well as live musical entertainment. Sail past the landmarks of Key West, as your captain positions the ship to maximize your view of the sunset. Savor a fantastic evening on the water.

Key West: Sandbar Excursion & Kayak Tour with Lunch & Drinks

9. Key West: Sandbar Excursion & Kayak Tour with Lunch & Drinks

Explore Key West’s Florida Marine Sanctuary on a sandbar and kayak eco-adventure. Hop on a boat and cruise through the crystalline waters of the Atlantic Ocean as you head toward the marine sanctuary. Be on the lookout for dolphins and sea turtles, participate in water activities, and savor lunch with unlimited drinks. Start with a guided kayak tour through the mangrove islands, exploring the local marine wildlife and mangroves. See as much local wildlife as possible with 500 marine species in the area. Next, venture further into the wildlife sanctuary to a secluded sandbar. Select your lunch with options such as fresh local Cuban sandwiches, fried chicken tenders, veggie wraps, fruit and veggie trays, cheese and cracker platters, and pita and hummus platters. Take advantage of unlimited draft beer, wine, and soft drinks that will be available after lunch. At the sandbar, you'll have the chance to either explore with a paddleboard or kayak, go snorkeling, or just sit back and relax while you grab a drink in the secluded oasis.

Key West: Old Town Secret Food Tour

10. Key West: Old Town Secret Food Tour

On our Secret Food Tour: Old Town Key West, we'll walk far from the tourist traps of Duval Street to show you the real city and its best food. After our two first delicious bites we take a leisurely walk and explore the history and culture of the city. You'll learn the stories of Key West's luck with affluence and how treasure ignited this tiny island into a global destination. Enjoy tropical soups, mouth-watering appetizers, gourmet tacos, exclusive island sweet treats and lots more. Plus there’s our amazing Secret Dish that you can only find about it on the day!

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What people are saying about Key West

Overall rating

4.3 / 5

based on 35 reviews

Very cool experience! The crew ensured a pleasant stay with unlimited food and drinks. The canoe trip could have been a little longer. This was divided into two groups given the number of canoes. Our round was a bit short because the previous group ran out as someone had fallen out of the canoe. But would be nice if you could canoe for an hour. Now it was only half an hour.

+ Many dolphins close to boat + Very nice snorkeling area for beginners (clear water, shallow, no current) + complementary drinks

One of the best experiences in Key West. Good food, good drinks, good music, great fun!

Lots of fun, good interaction guides/customers, 9-year old granddaughter loved it

Wonderful tour out to the sea and see the stunning coral reef