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

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

star-5
Watch the sun set and the moon rise off the coast of Key West on this 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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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$63.00
From
$63.00
Taking safety measures

Best things to do in key west

Very peaceful and relaxing for an afternoon in key west. Amazing crew and great talent, Sebago was the highlight of our trip!

Coby_H, Aug 2020

61 Florida Sailing | All Florida Tours

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Key West Full-Day Power Adventure: Sailing & Watersports Package

Key West Full-Day Power Adventure: Sailing & Watersports Package

star-5
Enjoy the Key West sunshine on a full-day catamaran excursion, and take part in a range of watersports, too. As you cruise around the alluring Gulf of Mexico, gaze out at the scenery and spot local marine life. Choose from a range of activities from snorkeling and kayaking to adrenaline-fuelled parasailing or Jet Skiing. Breakfast and lunch are served on board.
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$169.95
From
$169.95
Taking safety measures

Key West Sunset Sail Aboard Schooner

Key West Sunset Sail Aboard Schooner

star-5
Set sail on a replica of the 1851 Schooner America on a 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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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$81.70
From
$81.70
Taking safety measures

Key West Sunset Champagne Catamaran Cruise

Key West Sunset Champagne Catamaran Cruise

star-4.5
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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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$45.00
From
$45.00
Taking safety measures

Key West Full-Day Island T'ing Eco-Tour: Sail, Snorkel and Kayak

Key West Full-Day Island T'ing Eco-Tour: Sail, Snorkel and Kayak

star-5
Enjoy a day of fun in the sun on the Island T’ing adventure off the coast of Key West. Sail away from the island city of Key West to the beautiful blue waters of the Gulf of Mexico on a large catamaran. Hop in a kayak and enjoy a paddle around a natural stand of mangrove. Snorkel above a coral reef. Look for dolphins, stingrays, sea turtles, manatees and more on this full-day adventure. A full breakfast and buffet lunch, plus beer, wine, soft drinks and homemade sangria are included.
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$119.95
From
$119.95
Taking safety measures

Adults only Champagne Celebration Sunset Cruise from Key West

Adults only Champagne Celebration Sunset Cruise from Key West

star-5
Escape to the still waters off the coast of Key West on this 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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  • 2 hours
  • Taking safety measures
From
$79.49
From
$79.49
Taking safety measures

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar

star-5
Enjoy the sunset from the water on this Key West cruise aboard a classic schooner. As you stand on the deck of the tall ship, 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 onboard. Take your pick of beer, wine, sparkling wine, cocktails, soda, and homemade tropical sangria.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$75.95
From
$75.95
Taking safety measures

Small-Group Key West Sunset Sail with Wine

Small-Group Key West Sunset Sail with Wine

star-5
Escape to the still waters off the coast of Key West on this 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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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$91.38
From
$91.38
Taking safety measures

Champagne Sunset Cruise Ft. Lauderdale

Champagne Sunset Cruise Ft. Lauderdale

star-5
A perfect way to end the day relaxing on the Atlantic ocean taking in the breathtaking views with Fort Lauderdale Charters Cast Away the Day Sunset Cruise. This evening cruise calls for sun dresses, flowered shirts, sandals , cold beer and chilled wine. Take advantage of one of Florida’s finest highlights upon our comfortable catamaran as you cruise past cruise ships and “Millionaires Row” to view the mega mansions of the rich and famous. Stop traffic as the 17th Street causeway bridge opens for us on the way out to the Atlantic Ocean. Sails up, sea breezes and salt air increase everyone’s taste for fun. Relaxing music and breaking waves provide a tropical rhythm. Look back at the land as the sun slips away casting fiery hues of orange and red.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$58.30
From
$58.30
Taking safety measures

Fort Lauderdale Sailing Charter

Fort Lauderdale Sailing Charter

star-5
Cruise along the coast of Fort Lauderdale aboard your own private 40-foot (12-meter) sailboat on this personalized excursion, ideal for couples or travelers celebrating a special occasion. Opt to cruise down the historic Fort Lauderdale New River or sail in the Atlantic Ocean, and customize your itinerary according to personal preference, choosing from activities such as sightseeing, swimming, snorkeling, or fishing.
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  • 4 hours
  • Free Cancellation
From
$150.00
Price varies by group size
From
$150.00
Price varies by group size

Key West Dolphin Watch Sunset Sail with Premium Wine, and Tapas Pairings

Key West Dolphin Watch Sunset Sail with Premium Wine, and Tapas Pairings

star-4.5
Our Captain’s Choice Dolphin Watch Sunset Sail is the ultimate VIP sailing experience! Limited to an intimate number of passengers, this 3 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 and tuna poke 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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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$79.00
From
$79.00
Taking safety measures

Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

star-5
Leave behind the crowds of Key West and catch a quintessential Florida sunset while enjoying drinks on a sailboat. There is no better vantage point for watching the sunset over the water than from the water itself. And, while larger sunset cruises can get overcrowded, this small group experience ensures you have a spot at the rail when it comes time to capture photos of the setting sun.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$61.46
From
$61.46
Taking safety measures

Morning Reef Snorkel & Sail Adventure from Key West

Morning Reef Snorkel & Sail Adventure from Key West

star-4.5
Sail to a gorgeous snorkeling spot off the coast of Key West to explore a coral reef home to rainbow-colored fish, anemones, eels, and more. On the hour-long sailing trip to the reef, sip included wine, beer, or soft drinks while watching for dolphins and sea turtles. The captain chooses the snorkeling spot according to each day’s conditions, ensuring the best experience for your group.
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  • 3 hours
  • Free Cancellation
From
$70.77
From
$70.77

Key West Wild Dolphin Sail and Shallow-Water Snorkel

Key West Wild Dolphin Sail and Shallow-Water Snorkel

star-4.5
Take a half-day sailing adventure off the coast of Key West, Florida and observe wildlife. Sail away from the island city of Key West to the beautiful blue waters off the coast on a large catamaran. See dolphins swimming and jumping alongside the boat, then jump in for an easy shallow-water snorkel above a coral reef, shipwreck, or sponge garden, all supporting over 600 species of marine life. Relax, feel the warm sea breeze and enjoy light snacks and a variety of refreshing beverages on board the boat.
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  • 4 hours
  • Taking safety measures
From
$95.59
From
$95.59
Taking safety measures

Key West Snorkel and Sunset Sail: Rum n' Reggae

Key West Snorkel and Sunset Sail: Rum n' Reggae

star-4
Combine a snorkel session on North America's only living coral reef with a Key West sunset during this 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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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$49.34
From
$49.34
Taking safety measures

Sunset Catamaran Sailing Cruise

Sunset Catamaran Sailing Cruise

star-5
Sailing Bolero is a large catamaran and offers an abundance of room to move about and enjoy the scenery and the sunset from the comforts of a beautiful yacht. You will never forget the fun of sailing in the Gulf and watching a South West Florida Sunset. A once in a lifetime experience. Something to share with your friends and family. Enjoy your own beverages and food and have a pick-nick while spotting dolphins swimming off the bow. The vistas and the views from the decks of Bolero are stunning and your photos will fill your vacation album with wonderful scenes unique and wonderful. Captain Joe and crew offer first class treatment assisting with all your needs showing you how to sail, points of interest and catering to your comfort and enjoyment. Book today and start your Catamaran Cruising Adventure. Welcome Aboard.
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$115.00
From
$115.00
Taking safety measures

Half Day Sailing Charter in Fort Lauderdale

Half Day Sailing Charter in Fort Lauderdale

star-5
Your ride on the DAFFY sailboat is unique in that the boat will be your home for the entire time away from the dock; everything you need to spend time on the water; from a comfortable seat out of the sun, to Bluetooth music, a place to keep all your refrigerated food, a fresh water shower after swimming in the ocean, to an experienced sailboat Captain who will keep you safe. Perhaps you want to take a turn at the wheel to steer and sail the boat. The Captain would be happy to give you some instructions so you can have this new experience. Traveling on the waterways is always interesting; beautiful homes on the river, some almost one hundred years old, Mega Houses of the city's millionaires; fabulous yachts, interesting vessels of all sizes and shapes share our river and waterways and ocean. At the Cruise Port, especially on the weekends, spectacular cruise ships line the seawalls ready for Caribbean passages. On good weather days, a trip to the Cobalt Blue waters of the Gulfstream.
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  • 4 hours
  • Free Cancellation
From
$150.00
Price varies by group size
From
$150.00
Price varies by group size

Catamaran Sailing Boat Charter in Ft. Myers Beach Florida

Catamaran Sailing Boat Charter in Ft. Myers Beach Florida

star-5
Sailing on a graceful Sailing Yacht can be a once in a lifetime experience. Bolero is a beautiful French Yacht she is a Fountain Pajot Lipari 41 You will be able to move about the boat and enjoy hanging out at the helm in the cockpit inside the salon or lounging out front on the trampoline. If you want to help sail we can accommodate your interest and show you the lines. Even in rough seas... the catamaran holds a steady and even base with minimal rocking.... making your time more enjoyable. Book a tour today and add Sail Bolero to your favorite memories. Up to 6 passengers can board Bolero. For a private sail you would need to purchase all 6 available spaces.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$97.44
From
$97.44

Private Sailing Trip on Biscayne Bay in Miami

Private Sailing Trip on Biscayne Bay in Miami

star-5
See the sites of Miami while relaxing aboard a private sailboat. Cruise on the Biscayne Bay and take in the views of the Miami skyline, Brickell, and Key Biscayne. Pass by lavish mansions, historical landmarks, and the Cape Florida Lighthouse. Choose from several departure times throughout the day, including an evening sail for sunset views.
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  • 2 to 4 hours
  • Free Cancellation
  • Taking safety measures
From
$421.34
per group
From
$421.34
per group
Taking safety measures

Key West Sail and Snorkel Trip from Miami

Key West Sail and Snorkel Trip from Miami

star-3.5
Get ready for fun in the sun on this day trip and snorkeling adventure off the coast of Key West from Miami. Ride across 32 islands from Miami to Key West, explore the island city, then sail away on board a spacious 50-foot catamaran vessel. Jump into the water off the coast for a snorkeling session above a coral reef with 600 different species of marine life. Professional snorkeling instruction provided. Relax, feel the warm sea breeze and enjoy the day. Miami hotel pickup and drop-off included.
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  • 12 hours
  • Free Cancellation
  • Taking safety measures
From
$121.27
From
$121.27
Taking safety measures

Schooner Clearwater Day Sailing Cruise-Clearwater Beach

Schooner Clearwater Day Sailing Cruise-Clearwater Beach

star-5
-A 2 hour Daysail is the perfect way to enjoy our cool afternoon sea breeze as it powers us along the coast of Clearwater Beach. Whether you are a seasoned sailor or if this is your first time sailing, the Schooner Clearwater will be a memorable visit. - IMPORTANT- plan to arrive 45 minutes before departure time for mandatory check in to collect your boarding passes. We require a timely check in to report our passenger count for the USCG and to ensure everyone enjoys a 2-hour cruise -Our USCG credentialed Captain & Crew will welcome you on board like an old friend and treat you to a relaxed memorable visit. -Expect a 5 Star "True Sailing Experience" on our 52' custom steel Schooner sailing vessel. -Our motto is "We SAIL and We SAIL Well"!
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$55.00
From
$55.00
Taking safety measures

Private Sailing Adventure in Miami's Biscayne Bay

SPECIAL OFFER

Private Sailing Adventure in Miami's Biscayne Bay

star-5
We have been sailing the Biscayne Bay for over 15 years, just for the fun of it. We founded SaltyMiami.com in 2018 to share the amazing experience of wind travel with others. Or as we like to say, share the stoke. You will meet the owners/guides David or JP, we are originally from Argentina and Venezuela but have been living in Miami for over 20 years. We share a passion for protecting Biscayne Bay and it's wildlife and creating beautiful memories for our guests. We also run a STEM Youth Sailing Program and have been lucky to explore many of the Bay wonders over the years. From snorkeling spots to mangrove forests. Our float of Hobie Catamarans were created with surfing in mind and are designed to let you glide over the water and be in contact with your surroundings. Thanks to their convenient manoeuvrability and size, they will allow you to experience every corner of Biscayne Bay like no other boat can. These boats are extremely safe and comfortable for people of all ages.
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  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$96.27
$101.34
$5.07 savings
Price varies by group size
From
$96.27
$101.34
$5.07 savings
Price varies by group size
Taking safety measures

Sail Splash and Sailing Excursion in Ft. Lauderdale

Sail Splash and Sailing Excursion in Ft. Lauderdale

star-5
Come sail and play in Fort Lauderdale’s “Aquatic Playground” on this unforgettable excursion aboard our state of the art catamaran the Spirit of Lauderdale and enjoy one of the best Ft Lauderdale boat cruises. Sit back and relax while we tour the “Venice of America” and “Millionaires Row” and set sail to the Atlantic Ocean! Next we’ll head to the Atlantic Ocean. Sails up, sea breezes and salt air increase everyone’s taste for fun. Calypso music and breaking waves provide a tropical rhythm. Relax and enjoy the views while you sip on an ice cold beverage served by our friendly crew at Ft Lauderdale boat cruises Spirit of Lauderdale.
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  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$58.30
From
$58.30
Taking safety measures

Private Sailing Charter in Miami for up to Six Guests

Private Sailing Charter in Miami for up to Six Guests

star-5
Enjoy a private sailing trip on a 40 foot Beneteau sailboat. Customize your own trip with Captain Bill, who's always game to give an impromptu sailing lesson to adventurous passengers—you can even take the helm or help work a wench. Or, just sit back, relax, and take in the sights. Choose a northern or southern route to highlight Miami classics like the skyline, MIllionaire's Row, and the magnificent Vizcaya estate.
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  • 2 to 8 hours
  • Free Cancellation
  • Taking safety measures
From
$420.00
per group
From
$420.00
per group
Taking safety measures

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