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Top Experiences in Fort Zachary Taylor

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Sebago Key West

Classic Key West Schooner Sunset Sail with Full Open Bar

USD 124.95

There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This enchanting journey blends the timeless elegance of traditional sailing with the lively spirit of Key West, promising an unforgettable experience for all.

As you sail further into the sunset, the full open bar comes to life, offering an enticing array of cocktails, wines, and spirits to complement the evening's splendor. Sip on our signature Schooner Bloody Mary or Dark & Stormy as you watch the sky ignite with color. The skilled bartenders are on hand to craft your favorite drinks, ensuring that your glass is never empty as you drink in the sights and sounds of the sea.

As the schooner begins its journey back to Key West, you find yourself lost in the timeless rhythm of the sea, grateful for the opportunity to witness the beauty of a Key West sunset from the deck of a historic schooner.
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Classic Harbor Line

Key West Sunset Sail Aboard Replica Schooner America 2.0

USD 111.8

Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key West, as you sail by Mallory Square, Sunset Pier, Sand Key Light Tower and more. Enjoy complimentary beverages throughout your sail along with individually plated hors d'oeuvres. 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.
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Barefoot Billy's

Key West Sunset Cruise with Sushi and Drinks

USD 75

Looking for the perfect way to end your day? Join us on the Seabreeze and ride in comfort with this relaxing, catered cruise into the horizon on Key West’s gentle seas. Relax in the shade under the bimini or sunbathe on the bow to take in that last bit of sunshine. Sunset Cruises are a Key West luxury with our panoramic views of the sun melting into tropical waters – and the best way to enjoy it is with good food and great drinks!

Departing from the Garrison Bight Marina, your sunset cruise will take you on a unique path away from the rush of boats leaving downtown. This exclusive cruise is a great way to start your night out, celebrate a special occasion, or bring your stay to a close with an easy-going route through the Key West Harbor and the Gulf of Mexico.

We operate year-round at reduced capacity for a more intimate experience for our guests. You’ll get to know our crew and maybe meet some friends along the way. We also have a full marine head (bathroom) for your convenience.
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Sebago Key West

Key West Catamaran Sunset Champagne Cruise in South Florida

USD 59.95

Watch the famous Key West sunset on a 1.5-hour catamaran cruise. While you enjoy twilight views of the sea as the sun goes down, enjoy included wine, sparkling wine, beer, sangria or margaritas on board the boat. . As you sail through the water, admire views of the island with a cold beverage in hand — the perfect way to end a beautiful day in paradise.
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SeaEO Nautical Ventures

38' Private Boat Charter Rental to Bradenton with Captain

USD 899

Discover the magic of St. Petersburg aboard a luxurious private boat charter, accommodating up to 13 guests. Perfect for a range of activities—snorkeling, exploring local sandbars, island-hopping, or even a special proposal—our boat offers something for everyone.

Features:
Ample seating for relaxation and socializing
Climate-controlled cabin that opens up for fresh air
Sunbeds for soaking up rays
Dining areas for meals on the water
A smooth ride even grandma and grandpa will love
A cozy estate room for naps
Plenty of shaded spots for comfort

Experience the epitome of nautical luxury on your next Key West adventure.
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Ibis Bay Watersports

Key West Island Jetski Tour: Double Passenger Jetski

USD 180

27 Miles and 90 Minutes of pure exhilarating watersports bliss. Your Key West Island Jet-ski Tour starts in the shallow cove, The Ibis Bay Resort dock area.

From the Gulf of Mexico to the Atlantic Ocean.....and back to the Gulf of Mexico. From sea to Ocean and back again. After your exhilarating 90-minute adventure, many guests celebrate their experience with a drink and the freshest seafood at the Stoned Crab Restaurant.
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Sebago Key West

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

USD 79.95

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!
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SeaEO Nautical Ventures

Half Day Luxury Boat Tour in Key West with Snorkeling

USD 700

Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group exploring with stops like Fort Zachary Taylor Historic State Park, U.S. Coast Guard Cutter Ingham Maritime Museum, Smathers Beach, Southernmost Point of your list.
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Classic Harbor Line

Key West Classic Day Sail Aboard America 2.0

USD 73.1

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 while sipping a beverage. Take in views of Key West sights like Fort Zachary Taylor, Mallory Square, Sunset Pier and Sand Key Light Tower. Soda and water are complimentary. Two alcoholic beverages are included with your ticket. Additional beverages are available for purchase.
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Tripshepherd USA

Key West Walking Tour with Glass Bottom Boat Cruise

USD 233

Experience the best of Key West on our guided walking and boat tour, where you'll delve into the island's rich history and explore its stunning coastline. Begin your journey by strolling through the charming streets, learning about the indigenous peoples, Spanish settlers, and famous residents who shaped the island's identity. Visit iconic landmarks like the Truman Little White House and Hemingway's former home, soaking in their stories and architectural splendor. Then, step aboard our boat to cruise along the crystal-clear waters, where you'll enjoy panoramic views and spot vibrant marine life through the glass bottom. Whether you're captivated by history, mesmerized by nature, or simply seeking adventure, our walking and boat tour offers an immersive and unforgettable Key West experience.
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Tripshepherd USA

Key West with Glass Bottom Boat Cruise

USD 298

Embark on an unforgettable journey in Key West, where laid-back vibes meet vibrant culture. Explore the island's storied past, from its indigenous roots to its role in pivotal historic events like the Civil War and the Spanish-American War. Discover iconic landmarks like the Southernmost Point Buoy and the Ernest Hemingway Home and Museum, where literary legends once roamed. Dive into the marine wonderland of the Florida Keys with a glass bottom boat tour, marveling at colorful coral reefs and tropical fish without getting wet. Soak in stunning sunset views at Mallory Square, where street performers entertain as the sun dips below the horizon. With its blend of history, natural beauty, and endless charm, Key West offers a slice of paradise at the southernmost point of the United States.
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Sebago Key West

Sunset Sail with Dolphin Watch in Key West

USD 89.95

Our Captain’s Choice Dolphin Watch Sunset Sail is the ultimate VIP sailing experience! Limited to an intimate number of passengers, this 2.5 hour sail is more like a private cruise than a group tour and is one of the top things to do in Key West.

As we leave behind the Historic Seaport, look for Key West landmarks like the legendary Mallory Square, opulent Sunset Key and historic Fort Zachary Taylor. On reaching open water, the sails are unfurled and your adventure begins as your captain tracks dolphin pods to provide you an up-close view of these elusive creatures.

With the dolphin viewing over, your cruise is just getting started! Grab a drink and relax as your captain positions the luxury catamaran for the perfect view of a famous Key West sunset.

A chef’s selection of Tapas including shrimp cocktail are served during the sail. Choose your favorite drinks, including boutique wines and champagne perfectly paired with our Tapas – all included in the cost of your tour!
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Sunset Watersports

Key West Small-Group Jet Ski Tour

USD 169.95

The 9:30 am Jet Ski Tour is 1 1/2 hours around Key West

Includes Free Gas, NO CHARGE for 2nd Rider, Fresh water Showers

Follow a guide on this 28 mile tour around Key West as you see the

coast line of Key West

You will see the Naval Air Station, Southern most point

Key West Harbor and much more.

If you are born after January 1st, 1988 must take a Florida Boaters Safety.

Test has a cost (check Exclusions section) and you must arrive 1 hour early

Must Have Credit Card for Deposit and I.D.

you can take the test on line at Click Here

The only cost is mentioned under Exclusions section and you can take it as many times as you want and the license is good for 1 year.We offer this 15 minute exam 1 hour before each tour, license is good for one year