Activities in Key West

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Activities

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343 results

All-Inclusive Sandbar Safari with Dolphin Playground EncounterFrom US$150.45
4.8 · 654 reviews 5 h

All-Inclusive Sandbar Safari with Dolphin Playground Encounter

Embark on a journey like no other. This tour takes guests on an amazing journey from Key West to a secluded sandbar & then to the dolphin playground in the Florida Marine Sanctuary for some dolphin watching. With picturesque views of the Gulf of Mexico and expert guides providing insights into the history & ecology of the area, guests can relax at the sandbar while our crew fills your cups with unlimited draft beer, wine & mimosas. Next, we will venture out future into the Sanctuary to get closer than ever to our dolphin pods. The tour includes complimentary lunch (menu below) & unlimited draft beer, mimosas & wine. Our professional crew will make this a trip of a lifetime that you'll cherish for years to come. This trip is perfect for families, couples & solo travelers seeking a unique & unforgettable experience in the Florida Keys.

Key West Sunset Cruise: Dinner, Live Music & Drinks IncludedFrom US$92.95
4.3 · 1,905 reviews 2 h

Key West Sunset Cruise: Dinner, Live Music & Drinks Included

Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar. Climb aboard our custom luxury catamaran for a sunset trip out into the Key West sunset. As our live performer fills the air with tropical vibes, our onboard chef will fill your plates with tropical cuisine and our bartenders will fill your cups with tropical drinks. Dinner Menu - Blackened Mahi with Lemon and Tartar Sauce - Smoked Mojo Pulled Pork - Caribbean Jerk Chicken - Seasoned Black Beans and Tropical Yellow Rice - Candied Sweet Plantains - Tropical Fruit Salad - Mixed Green Salad with Ranch or Raspberry Vinaigrette - Caribbean Butter Corn - Fresh Local Cuban Bread with Butter & Marmalade - Churros Stuffed with Dulce Leche Open Well Bar (includes: Unlimited Well Mixed Drinks, Draft Beer, Margaritas, Wine, Champagne, Rum Runners & Soft Drinks) -Margaritas -Rum Runners -Well Mixed Drinks -Draft Beer -Wine -Champagne -Soft Drinks

Key West Sandbar Safari on One of a Kind Tiki BoatFrom US$139
4.7 · 169 reviews 3 h 30 min

Key West Sandbar Safari on One of a Kind Tiki Boat

Picture yourself aboard our unique tiki boat, the Lazy Lady, cruising through the crystal-clear waters toward a secluded sandbar. The sun is shining bright, and the air is filled with the scent of salt and sunshine. As you approach the sandbar, the boat glides over shallow waters, revealing stretches of soft, white sand inviting you to explore. Once you anchor, the fun begins! You can jump off the boat and wade into the warm, shallow waters, where the gentle waves lap at your feet. The atmosphere is relaxed, with laughter and conversation floating through the air. Some folks might set up beach games, while others enjoy swimming or soaking in the sun. Time seems to slow down as you enjoy this little slice of paradise, surrounded by friends or newfound acquaintances. Whether you’re collecting seashells, taking a dip, or simply lounging in the sun, a sandbar trip on a tiki boat is a perfect blend of relaxation and adventure.

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvresFrom US$79
4.7 · 3,807 reviews 2 h

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres

Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on one of Sebago's modern sailing catamarans while sipping sparkling wine or your favorite cocktail and feasting on shrimp cocktail on your way to the best sunset viewing spot. You'll enjoy twilight views of the island as you watch the famous Key West sunset from the water. Now featuring live music from local Key West Musicians!

Key West Reef Morning Snorkeling with Breakfast and MimosasFrom US$53.70
4.5 · 712 reviews 3 h

Key West Reef Morning Snorkeling with Breakfast and Mimosas

Rise and Reef Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start with a Light Breakfast and sail to the Key West living reef where you will see coral and tropical fish. All snorkeling equipment is provided and if you need help our professional crew will give you instruction on how to snorkel. After your snorkel we have fresh water showers so you can rise off. You will enjoy a sail back to the dock and enjoy Free Beer, soft Drinks and water as you enjoy your ride on our big open decks.

Key West Morning Snorkel Sail with Mimosas and Gourmet BreakfastFrom US$49
4.7 · 172 reviews 3 h

Key West Morning Snorkel Sail with Mimosas and Gourmet Breakfast

Embark on an adventure off the shores of Key West, where the turquiose waters of the Gulf of Mexico and the Atlantic Ocean meet in a symphony of beauty and tranquility. Your day begins as you board a luxurious catamaran, your vessel for a day of exploration and relaxation. Sailing away from the bustling Key West harbor, feel the gentle breeze on your skin and the warmth of the tropical sun overhead. As the catamaran glides smoothly over the crystal-clear waters, you'll have the opportunity to soak in panoramic views of Key West's picturesque coastline, dotted with palm-fringed beaches and vibrant coral reefs. Keep your eyes peeled for playful dolphins frolicking in the waves or graceful seabirds soaring overhead. After a leisurely sail, stop at a secluded snorkeling spot, where the underwater world awaits exploration. After working up an appetite, indulge in a delicious gourmet breakfast and unlimited mimosas, all while enjoying stunning views and the company of fellow travelers.

Key West Signature Sunset Sail with Live Music, Open Bar & FoodFrom US$77.40
4.5 · 394 reviews 2 h

Key West Signature Sunset Sail with Live Music, Open Bar & Food

Sunset Sip & Sail: Come see the legendary Key West Sunset on a Brand New Catamaran Sail Boat. • Open bar • Live Music • Great Appetizers Welcome aboard Key West's newest catamaran, the "Sandie Cat" as we literally sail off into the sunset. This trip includes live local music, great appetizers and an open well bar. This is a perfect way to end the day and start the night.

Key West Half-Day Fishing CharterFrom US$95
4.7 · 476 reviews 5 h

Key West Half-Day Fishing Charter

Fish like never before! Our custom build 64' catamaran is perfect for a more stable, relaxing ride. You'll fish for a wide variety of the tropical fish found here in the Florida Keys! You can fish for the entire duration or sit inside the galley to enjoy a snack and beverage. A family-friendly experience everyone is sure to love!

Shark and Wildlife Viewing Adventure in Key WestFrom US$99
5.0 · 3,357 reviews 2 h

Shark and Wildlife Viewing Adventure in Key West

This is the only shark tour in the USA and to our knowledge the only tour where guests do not get in the water to view the sharks. Delight in close-up views of sharks and a variety of other marine life. In this eco-friendly catamaran, travel through shallow waters to a location a few miles from shore, observing dolphins, stingrays, barracudas and native birds along the way. Bait is used to attract lemon, nurse and other types of sharks to the side of the boat. Learn all about Key West wildlife and enjoy complimentary soda, juice and chips throughout this family-friendly tour.

Key West Ultimate Watersports Adventure with Snorkeling UpgradeFrom US$129.96
4.7 · 449 reviews 3 h 30 min

Key West Ultimate Watersports Adventure with Snorkeling Upgrade

What makes the Ultimate Adventure H2.0 in Key West truly unique is its all-in-one approach to water fun, combining multiple thrilling activities into one seamless excursion. The Half Day (3.5 hrs) includes parasailing, a Sea-Doo Jet Ski ride, a Banana Boat ride, and access to Key West’s largest certified inflatable Ocean Water Park. Upgrade to the Full Day (6 or 6.5 hrs) for all of those activities, plus a reef snorkeling trip and a light lunch served onboard. Your adventure begins either on a spacious 65-foot catamaran or our 57-foot motorized catamaran, offering scenic island views and comfort between activities. Enjoy complimentary snacks and unlimited drinks, with beer and wine available after the water fun, and stay protected with reef-safe sunscreen provided. Whether you're a thrill-seeker or just looking to relax and explore, this tour offers a unique way to experience the best of Key West in one unforgettable day.

Key West Reef Snorkel – Morning Mimosas or Afternoon MargaritasFrom US$34.95
4.2 · 685 reviews 3 h

Key West Reef Snorkel – Morning Mimosas or Afternoon Margaritas

Your sailing and Key West snorkeling adventure begins as you board a state-of-the-art catamaran, part of the largest and most luxurious catamaran fleet in the Florida Keys. Feel the excitement as you sail to North America’s only living coral reef, where the wonders of Mother Nature await you. During your trip, unlimited sodas and water will be served. Before entering the water, a friendly and professional crew will be on hand to assist and instruct you. Once you descend “the stairway to the sea,” you will discover the wonders of the undersea with pristine coral reefs and an abundance of marine life including tropical species found no place else on earth. Upon completion of the snorkeling portion of the trip, complimentary ice cold beer and wine will be served. The morning snorkel will offer mimosas while the afternoon trip will offer frosty margaritas as you sail back into shore.

Key West Ghosts and Gravestones Trolley TourFrom US$38.85
4.4 · 1,363 reviews 1 h

Key West Ghosts and Gravestones Trolley Tour

Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the narrow, dark streets of Old Town and hear stories from your guide about the island’s haunted history. This ghost and gravestone tour of Key West offers you an in-depth look into the strange and gloomy past of the Southernmost City.