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Here are your 22 search results for Cruises, Sailing & Water Tours in Key West, United States

Champagne Celebration Sunset Cruise

Champagne Celebration Sunset Cruise - Key West, Florida
Star Rating

Duration: 2 hours
Location: Key West, Florida

From USD
$79.49

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 ... More info ›

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.

Key West’s sunset is legendary, and every night, Mallory Square is full of huge crowds of people who vie for the best place to watch it. Escape this chaos and have the sunset all to yourself on the Champagne Celebration Sunset Cruise. Three champagnes and sparkling wines from legendary French champagne producer Moët & Chandon are on offer. The Chandon Brut Classic sparkling wine is included in the tour price, and for an additional fee you can upgrade to the Moët & Chandon Imperial (White Star) champagne or the Moët & Chandon Rose Imperial champagne at wholesale cost.

While you sip your champagne, snack on the gourmet cheese buffet, which includes four delectably rich cheeses surrounded by fresh berries and other fruit that have been selected to complement the champagne. The buffet also includes a locally made smoked fish dip served with crunchy crisps and fresh-baked crusty bread from an Old Town Key West bakery.

If you’d rather switch out your bubbly for some still wine, simply choose from the complimentary selection of six excellent wines – varieties may include cabernet sauvignon, pinot noir, shiraz, merlot, pinot grigio, chardonnay, sauvignon blanc or riesling. Beer-drinkers will also be at home with domestic and imported beers like Heineken, Corona and Miller Lite.

Exclusive seating is limited to 14 people on this 26-passenger sailing catamaran, ensuring you’ll have plenty of space to enjoy the fabulous Key West sunset.

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Shipwreck Snorkel and Wild Dolphin Encounter

Shipwreck Snorkel and Wild Dolphin Encounter - Key West, Florida
Star Rating

Duration: 4 hours
Location: Key West, Florida

From USD
$95.59

Spend a beautiful Florida day out in the clear, blue waters off Key West. On the Key West Shipwreck Snorkel and Wild Dolphin Encounter cruise, you’ll spot dolphins playing and swimming along the boat, and you’ll snorkel over shipwrecks and coral reefs ... More info ›

Spend a beautiful Florida day out in the clear, blue waters off Key West. On the Key West Shipwreck Snorkel and Wild Dolphin Encounter cruise, you’ll spot dolphins playing and swimming along the boat, and you’ll snorkel over shipwrecks and coral reefs. The spacious catamaran offers plenty of room to relax, feel the sea breeze in your hair, enjoy light snacks and drinks, and have fun on the sparkling waters of Key West.

Spend a day in the Florida sun, cruising through the perfect turquoise waters that surround Key West on the Echo, a spacious catamaran. You’ll board the Echo at the historic Key West Sea Port, downtown at the Key West Bight in Old Key West. Walk along the Harborwalk, which goes around the water’s edge and leads straight to the Echo’s dock, behind Turtle Kraals restaurant.

The first stop of your Shipwreck Snorkel and Wild Dolphin Encounter cruise is the wild dolphin playground, where you’ll see dolphins swimming, feeding, jumping, courting each other, playing and, if you’re lucky, caring for their babies. Keep your eyes peeled over the side of the Echo – the dolphins love to swim right alongside the boat.

Then it’s on to snorkeling. You’ll be taken to a spot with the day’s calmest, clearest conditions, and you’ll receive sanitized snorkeling equipment and excellent snorkeling instructions. If the conditions are right, you’ll stop at a nearby shallow-water shipwreck, which has been encrusted over the years by a coral reef. Hop in for a snorkel or swim in clear tropical water, which is home to more than 600 species of colorful fish, coral and other sea life.

After snorkeling, replenish with a tropical fruit tray, snacks, soft drinks, ice-cold beer and wine (for guests 21-and-over) during the relaxing cruise back to Key West – all complimentary!

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Key West Dolphin Watch and Snorkel Cruise

Key West Dolphin Watch and Snorkel Cruise - Key West, Florida
Star Rating

Duration: 3 hours
Location: Key West, Florida

From USD
$72.50

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 ... More info ›

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.

Hop aboard and travel through the beautiful Key West backcountry for a dolphin watch and snorkel cruise. Get an up-close look at playful dolphins in their natural habitat as you cruise through pristine waters and admire the magnificent scenery.

Then, head out for a snorkeling adventure! Explore the underwater world as you swim in the warm, serene, shallow waters of the Gulf of Mexico. See sponges, coral, tropical fish and more.

You don't have to be an expert swimmer, because the crew will provide you with guidance and top-of-the-line gear including mask, fins, snorkel and a float if you wish. After a day on and in the water among nature's most stunning gifts, you'll begin our ride back to dock. Enjoy complimentary cold beer and chilled wine.

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Key West Glass-Bottom Boat Tour with Sunset Option

Key West Glass-Bottom Boat Tour with Sunset Option - Key West, Florida
Star Rating

Duration: 2 hours
Location: Key West, Florida

From USD
$41.56

See the only living coral barrier reef in the continental United States on this two-hour glass-bottom boat tour from Key West! As you relax on the cruise, look down below your feet to see the reef, which is teeming with tropical fish, hard and soft corals, sponges, snails, jellyfish, anemones, crabs, lobsters, rays, sea turtles, nurse sharks and other sea life. Upgrade to the sunset cruise to enjoy Champagne and soft drinks as you watch the sunset.

When you’re in Key West, don’t miss this opportunity to see dramatic underwater vistas generally reserved for snorkelers and scuba divers! On this glass-bottom boat tour, a wide variety of fish and other sea creatures can be seen below your boat’s clear, glass bottom ... More info ›

See the only living coral barrier reef in the continental United States on this two-hour glass-bottom boat tour from Key West! As you relax on the cruise, look down below your feet to see the reef, which is teeming with tropical fish, hard and soft corals, sponges, snails, jellyfish, anemones, crabs, lobsters, rays, sea turtles, nurse sharks and other sea life. Upgrade to the sunset cruise to enjoy Champagne and soft drinks as you watch the sunset.

When you’re in Key West, don’t miss this opportunity to see dramatic underwater vistas generally reserved for snorkelers and scuba divers! On this glass-bottom boat tour, a wide variety of fish and other sea creatures can be seen below your boat’s clear, glass bottom.

You’ll cruise over Florida’s beautiful reef, the only living coral reef in the continental US and one of the most biologically diverse marine eco-systems in the world. See majestic Elkhorn coral and eerie brain coral, sturdy in appearance yet fragile and vulnerable, as they stand still while more than 300 species of fish and other sea life swim around the reef, completing the colorful seascape.

During the trip, your experienced captain and crew will provide commentary about the reef and will point out some of its most interesting marine creatures. The boat’s glass bottom provides continuous viewing for all passengers.

Upgrade to the sunset cruise to complement your underwater sightseeing with the gorgeous Key West sunset. As you watch the sun slowly disappear beyond the horizon, sip on Champagne and soft drinks (included).

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Key West Sunset Sail Aboard Schooner America 2.0

Key West Sunset Sail Aboard Schooner America 2.0 - Key West, Florida
Star Rating

Duration: 2 hours
Location: Key West, Florida

From USD
$91.38

Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in great views of Mallory Square, Sunset Pier, Sand Key Light Tower and more while you sip complimentary sparkling wine, beer, wine and soda accompanied by shrimp cocktail, delicious fresh veggies, and cheese and crackers. Sit back and relax as your captain sails you effortlessly through the emerald green Key West waters and off toward the horizon for a quintessential Florida sunset experience!

At the Key West Bight Marina, board one of the most stunning sailboats in the historic seaport, the Schooner America 2.0 — a replica of Schooner America, which won the original America Cups Race in 1851. Enjoy a relaxing sunset sailing adventure aboard the 105-foot (30 meter) boat, which features teak decks, mahogany trimmings and padded bench seating ... More info ›

Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in great views of Mallory Square, Sunset Pier, Sand Key Light Tower and more while you sip complimentary sparkling wine, beer, wine and soda accompanied by shrimp cocktail, delicious fresh veggies, and cheese and crackers. Sit back and relax as your captain sails you effortlessly through the emerald green Key West waters and off toward the horizon for a quintessential Florida sunset experience!

At the Key West Bight Marina, board one of the most stunning sailboats in the historic seaport, the Schooner America 2.0 — a replica of Schooner America, which won the original America Cups Race in 1851. Enjoy a relaxing sunset sailing adventure aboard the 105-foot (30 meter) boat, which features teak decks, mahogany trimmings and padded bench seating. You're treated to complimentary sparkling wine, wine, beer, soda and water along with snacks including shrimp cocktail, cheese and crackers during your scenic sail.

Some of the sights on this 2-hour sailing adventure include Fort Zachary Taylor, the famed Mallory Square, Sunset Pier and Sand Key Lighthouse. Keep your eyes peeled for Key West wildlife such as dolphins, sea turtles and various birds.

Your courteous and professional crew and captain are sure to make your sunset sailing experience in Key West a memorable one!

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Classic Day Sail Aboard America 2.0

Classic Day Sail Aboard America 2.0 - Key West, Florida
Star Rating

Duration: 90 minutes
Location: Key West, Florida

From USD
$59.12

Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that won the first America's Cup Race in 1851. Admire her beauty on the clear, calm Caribbean waters and enjoy complimentary beer, wine, champagne and soft drinks ... More info ›

Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that won the first America's Cup Race in 1851. Admire her beauty on the clear, calm Caribbean waters and enjoy complimentary beer, wine, champagne and soft drinks. Take in views of Key West sights like Fort Zachary Taylor, Mallory Square, Sunset Pier and Sand Key Light Tower.

Enjoy a premier sailing experience aboard the America 2.0. This stunning 105-foot (30 meter) boat features teak decks, mahogany trimmings and padded bench seating. Her 3,600 square feet (334 square meters) of sail will propel you smoothly through the crystal blue waters of Key West. A full bar with drinks are included for the duration of the sail. Complimentary drinks included beer, wine, champagne and soft drinks.

Your US Coast Guard-certified captain will hug the pristine coastline, providing you with amazing views of Key West sights like Fort Zachary Taylor, Mallory Square, Sunset Pier and Sand Key Light Tower.

You are encouraged to bring your own snacks or picnic lunch to enjoy on the schooner!

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