Activities

Cruises, Sailing & Water Tours

Champagne Celebration Sunset Cruise

Get out on Key West’s beautiful Atlantic waters to sip Moët & Chandon champagne while enjoying the sunset. Included in the tour price are house champagne, sparkling wine, premium red and white still wines, ice-cold beer and a champagne-inspired gourmet cheese buffet. Two other Moët & Chandon champagnes are available for additional purchase. Key West is famous for its sunset, and there’s no better way to watch it than on the Champagne Celebration Sunset Cruise.
$79
2 hours
Cruises, Sailing & Water Tours

Key West Island T'ing: Sail, Snorkel and Kayak Adventure

Beautiful Key West is surrounded by the sparkling blue waters of the Gulf of Mexico, making it perfect for day of fun in the sun. On the Island T’ing adventure, you’ll sail on a large catamaran away from the bustle of Key West, kayak around a natural backcountry mangrove island and snorkel above a coral reef. Keep your eyes peeled for local wildlife like dolphins. A full breakfast and buffet lunch with beer, wine, soft drinks and homemade sangria, is included.
$112
6 hours
Water Sports

Key West Full-Day Catamaran Sailing and Water Sports Tour

This Key West experience lets you enjoy all that the island has to offer. Sail on a sleek catamaran along the smooth waters of the Gulf of Mexico and choose from several water activities, including kayaking around backcountry mangroves, snorkeling in the crystal-clear waters, parasailing along the world famous Key West waterfront, and more! A full breakfast and delicious lunch buffet on board is included.
$145
6 hours
Cruises, Sailing & Water Tours

Key West Sunset Champagne and Appetizers Cruise

Admire an exquisitely painted sky during this Captain's choice sunset cruise in Key West. Create fantastic memories as you set sail on a Sebago ship, sipping provided sparkling wine and peeling back delicious shrimp 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.
$63
2 hours
Cruises, Sailing & Water Tours

Key West Dolphin Watch and Snorkel Cruise

Get in touch with one of nature's friendliest mammals on this relaxing 3-hour dolphin cruise from Key West. Sail alongside playful dolphins and take in the spectacular scenery before enjoying a snorkel trip through the Florida Keys’ backcountry waters. Explore the underwater world and discover a variety of vibrant tropical fish.
$73
3 hours
Cruises, Sailing & Water Tours

Dry Tortugas National Park Day Trip by Catamaran from Key West

Explore beautiful tropical beaches on this full-day catamaran trip from Key West to Dry Tortugas National Park. The Dry Tortugas islands were discovered by Ponce De Leon in 1513; he sighted more than 100 sea turtles swimming in the seas surrounding the seven islands. Fort Jefferson, located on one of the islands, was initially designed to serve as a defense for the United States back in 1812. Today, you can relive the history of these islands and take in their beautiful scenery by voyaging on a luxury catamaran from Key West.
$179
10 hours
Cruises, Sailing & Water Tours

Key West Shark and Wildlife Catamaran Family-Friendly Tour

Delight in close-up views of sharks and a variety of other marine life on this 2-hour boat tour from Key West. In an eco-friendly catamaran, travel through shallow waters past mangrove islands to a location a few miles from shore, observing dolphins, stingrays, barracudas and native birds along the way. Then have your camera ready as your pilot uses bait 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.
$79
2 hours
Food, Wine & Nightlife

Small-Group Key West Food Tasting and Cultural Walking Tour

Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide. Along the way visit 6 locally-run “mom and pop” establishments in historic old town, dining on typical Cuban dishes, local seafood, and of course -- Key Lime Pie. Food samples are enough for a hearty lunch. Between tastings walk like a local, away from the touristy streets, as your guide shares insights about city history, food and architecture. This is a small-group tour, with a maximum of 12 people, ensuring a personalized experience.
$81
3 hours
Cruises, Sailing & Water Tours

Key West Sailing Cruise with Kayaking and Snorkeling Equipment

Don't miss one of the top things to do in Key West—a half-day sailing tour where you can explore the waters of the Florida Keys. You'll cruise out to a mangrove eco-system to kayak through shallow waters, home to a wide variety of birds, and then you'll have the opportunity to snorkel in the clear sea. Snacks, beer, wine, and use of equipment are included. Select a morning or afternoon tour when booking.
$86
4.5 hours
Day Trips & Excursions

Conch Tour Train

Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining visitors to the ‘Island City’ for decades. Learn about the history of the train, a tribute to Henry Flagler's engineering miracle when he brought the railroad to Key West in 1912, and explore this charming tropical paradise on a leisurely train ride around the island!
$31
1.5 hours