Top Key West Sunset Cruises

Key West Sunset Champagne and Appetizers Cruise

• 52 Reviews
• Watch the sun set and the moon rise off the coast of Key West on this 2-hour sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 60-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset as the sun glistens and gently settles into the water. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer and soft drinks are included.
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Key West Sunset Party Cruise

• 8 Reviews
• Jam to island beats by live musicians, eat, drink, and watch the sunset on this classic 2-hour party cruise from Key West. Unlimited drinks and appetizers included; multiple departure times available to suit your schedule.
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Key West Sunset Champagne Cruise

• 24 Reviews
• Experience a sunset you’ll never forget on this 2-hour catamaran cruise in Key West. Sip on your choice of wine, champagne, beer or sangria as you watch the sun go down over the water. As you sail you’ll catch glimpses of the island and marvel at the views from the turquoise water. Cocktails are also available at a cash bar on board.
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Key West Sunset Dinner Cruise

• 18 Reviews
• Watch Key West's sunset — a main island attraction — on a 2-hour evening dinner cruise. Feast on a tropical-themed buffet dinner and sip provided cocktails, beer, wine, and soft drinks as you take in views of the sea, the waterfront, and the sky's warm glow. Live music provides a festive atmosphere, and a cash bar is also available for premium drinks.
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Sunset Sail in Key West with Cocktails and Hors D'oeuvres

• Enjoy sunset from the water on this 2-hour Key West cruise aboard a classic schooner. As you stand on the deck of the tall ship, you'll pass by sights such as Mallory Square with its Sunset Celebration and the Navy Mole, where big ships dock. Hors d'oeuvres and unlimited drinks are included on board. Take your pick of beer, wine, sparkling wine, cocktails, soda, and homemade tropical sangria.
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Key West Sunset Sail Aboard Schooner America 2.0

• 8 Reviews
• Set sail on a replica of the 1851 Schooner America on a 2-hour cruise from Key West. See the top sights of the city, including Fort Zachary, Mallory Square, and Sand Key Lighthouse from a unique perspective. Your cruise is accompanied by complimentary hors d’oeuvres, along with alcoholic and non-alcoholic beverages. Allow yourself to truly unwind as the sun sinks into the Atlantic Ocean.
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Schooner Appledore Key West Cruise

• 12 Reviews
• Set sail on the schooner Appledore for a two-hour cruise from Key West!.  Join the crew to raise the sails, take a turn at the wheel, or just soak up views of the scenic Florida coast. Choose a day sail for maximum sunshine, or opt for a sunset sail in the early evening, then enjoy a selection of drinks during your time on the water.
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Champagne Celebration Sunset Cruise

• 126 Reviews
• Escape to the still waters off the coast of Key West on this 2-hour, adults-only sunset champagne cruise. Enjoy the peaceful calm of a late afternoon sail on a comfortable catamaran limited to just 14 passengers. Enjoy house champagne, red or white wine, ice-cold beer, a soft drink or bottled spring water, and a gourmet cheese buffet. Then watch as the sun glistens and gently settles into the water, a perfect ending to a perfect cruise.
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Key West Sunset Cruise

• 1 Review
• Celebrate the sunset in Key West with this cruise aboard a 65-foot (20-meter) custom-built Gold Coast yacht. Passengers can enjoy the air-conditioned main cabin or opt for outdoor seating on the upper deck. Live music and complimentary draft beer, wine, Champagne, and soft drinks accompany the setting sun.
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Snorkel and Sunset Sail: Rum n' Reggae

• 2 Reviews
• Combine a snorkel session on North America's only living coral reef with a Key West sunset during this 3-hour catamaran cruise. Listen to lively reggae beats, snorkel using the provided equipment, and watch the sunset with a rum punch in hand.
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Small-Group Sunset Sail with Wine

• 11 Reviews
• Escape to the still waters off the coast of Key West on this 2-hour, small-group, sunset wine-tasting cruise. Enjoy the scenery and peaceful calm of a late afternoon sail on board a 65-foot schooner. Sample up to eight different wines and/or five different beers. Also included is a gourmet cheese buffet and other appetizers, like summer sausages, water crackers with brie, green apples with a honey drizzle and more. Then watch as the sun glistens and gently settles into the water, a perfect ending to a perfect cruise.
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NEW TO VIATOR

2 HR Sunset Cruise

• Cruise around Key West at one of the best times of day—sunset—during this sightseeing tour aboard a 40-foot (12-meter) Navy Liberty Launch. Set sail from Schooner Wharf Harbor and see some of the island’s notable landmarks, taking in views from the boat’s spacious deck. Music and drinks on board the retired navy launch makes this cruise a great choice for couples or travelers celebrating a special occasion.
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Private Sunset Sail with Wine and Cheese

• 1 Review
• Treat yourself, your sweetheart, your friends, or your family to a private sailing tour from Key West to watch the sunset, a daily island ritual. With a captain at the helm of a private boat, you'll cruise out from the marina to admire views of the sea and Key West waterfront.
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Key West Sunset Cocktail Cruise

• “The Key West Cocktail Cruise is the best thing to happen to Sunsets since cameras and sunglasses!” This is not your average Key West pleasure cruise.   Our 2 hour Key West Cocktail Cruise is what happens when true Hospitality Professionals take you out for an evening on the water!  You’ll never find Sierra Mist in our Margaritas — just natural ingredients, hand-crafted to perfection and served with precision."All Inclusive" Craft Beer, Fine Wine and of course Craft Cocktails are featured each night onboard our spacious 47’ catamaran.  We offer a full range of House Specialty Cocktails, California Wines, and South Florida Craft Beer.  In addition, we feature fresh baguettes and spreads from our favorite local bakeries for our guests to enjoy!  Our intention is to amaze our guests with 5-star service, and to offer a fresh and unique Sunset Experience every single evening!
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Private Sunset Sail

• Watch the sun set and the moon rise off the coast of Key West on this private, 2-hour sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail on board a private sailing vessel with a captain and mate. Stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset. Soft drinks are included. A cooler with ice is available to store any beverages brought on board.
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Private Key West Sunset Sail

• Watch the sunset from the water on your own boat in Key West during a 2-hour private evening sailing tour. With a captain at the helm, you'll glide along the coast of the island with your group of friends or family (up to six guests total), enjoying the views and watching for birds and other sea life. Light refreshments are provided.
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Sunset Sail on Historic Schooner in Key West

• Set sail for a beautiful Key West sunset on the historic schooner When And If! Commissioned by then Colonel George Patton "When the war is over and if I return, Bea and I will sail around the world!" Step foot on the gorgeous teak decks, help raise sail, take a turn and the wheel or sit back and relax as Sunset Sail Key West does what it's best at, Sail away into the Sunset!
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