Key West, FL > Boat Tours
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09/25/2020 ~ 09/30/2020
September 2020

Key West Boat Tours

Getting the best experiences for you...
Champagne Sunset Catamaran Cruise

Champagne Sunset Catamaran Cruise

24 ratings
Duration2 Hrs.
Enjoy a night you’ll never forget on a Champagne Sunset Catamaran Cruise in Key West. Watch the masterfully painted...
The 3 of us had a great time. We really enjoyed ourselves. Thank you!
Relaxing cruise. Don’t expect name brand alcohol for the price you paid, in other words you’ll have a headache. They charge an additional $10 each of you like for hard liquor. It was nice to do once. Before you know it the cruise was over.
Everyone was very polite
from $50
Wind and Wine Sunset Sail

Wind and Wine Sunset Sail

27 ratings
Duration2 Hrs.
Sail into the Key West sunset while sampling 8 fine wines from around the world, beer, and delicious hors d'oeuvres....
A fun crew, beautiful ship, Wine and cheese were yummy, breathtaking sunset! Only thing that could have made it a better evening would have been seats or stadium pads :0) it’s a sail boat so your sitting on the deck...which after and hour or so is a bit uncomfortable.
This was a first-class outing from the captain and crew to the wine and food to the beautiful Key West Sunset. We even had an on-board wedding to make us all feel a little more romantic. If you're visiting the Keys, don't miss this trip!
Had a great time , will visit again
Live Music Sunset Cruise with Cocktails Included

Live Music Sunset Cruise with Cocktails Included

6 ratings
Duration2 Hrs.
Sail away with an ocean breeze for a night of music, drinks, and dancing on this Live Music Sunset Cruise. Experience...
Excellent crew and staff. The boat was beautiful, music was great and the scenery was perfect! Definitely a five star trip.
The actual cruise was really nice. Snacks were better than most, drinks kept flowing, staff were very accommodating and friendly.
The company went way above and beyond to make sure our night was very happy!! Thank you so much for making my husband Birthday that he'll never forget!!
Rise & Reef Snorkeling Trip With Breakfast & Unlimited Mimosas
Take an adventure into the depths to explore Florida's best reef on a snorkeling experience you will never forget! The...
Private Key West Morning Boat Charter (Up to 6 guests)
Climb aboard for a day of ultimate relaxation on this Private Key West Morning Boat Charter. Get ready to cruise away on...
Private Harbor Day Sail Aboard the High Tide
Cruise the scenic waters of America's southernmost city on a private day sail adventure with the professionals at Sunset...
Sunset Sip and Sail with Open Bar and Live Music
Have you ever seen Key West at dusk on the open ocean? Just sit back and immerse yourself in the ambiance of this...
Cycleboat Cruise Key West
Pedal, pedal then bottoms up! Now is the time to book this Cycleboat Cruise Key West for your chance at an all-inclusive...
Seabreeze Sunset Harbor Cruise with Wine and Beer
Escape the hustle and bustle and experience a breathtaking Key West sunset with a Seabreeze Sunset Harbor Cruise. Your...
Private Key West Afternoon Boat Charter (up to 6 guests)
Climb aboard for a day of ultimate relaxation on this Private Key West Afternoon Boat Charter. Get ready to cruise away...
Morning Reef Snorkel and Sail in Key West
Begin the day in the lap of luxury on an expansive 69’ sailing catamaran with Sebago Watersports. First, you’ll sail...
Backcountry Paradise Private Charter - Up to 4 Guests
Take an adventure through the Florida Keys' Backcountry on a Custom Charter for up to four guests. Customize your...
Private Chill Out Lily-Pad Sail - Up to Six Guests
Live the Key West lifestyle as you set sail over calm blue waters then drop anchor and chill out on a giant floating...
Seabreeze Dolphin & Snorkel Tour
Be on the lookout for Key West’s magnificent dolphins while cruising the crystal clear backcountry waters of the Gulf...
Dip and Sip Afternoon Snorkel with Open Bar
Take an afternoon and plunge into the depths of Florida's coral reef for an amazing snorkeling experience. The Sandie...
Combo Dolphin and Snorkel Cruise in Key West
Climb aboard a combo snorkel and dolphin watch adventure and see the best of Key West. First head out looking for pods...
Private BYOB Sunset Sailing Excursions
Cruise the picturesque waters of Key West at sunset aboard the 33' yacht of Sunset Sail Key West. Among the most popular...
Private Charter Fishing in Key West
Climb aboard and take to the open ocean on an unforgettable Key West deep sea fishing excursion with Captain Conch...
Private Luxury Yacht Charter
Climb onboard the After Hours for a one-of-a-kind adventure through the Florida Keys with this Private Luxury Yacht...
Sunset Sail Aboard the Historic When and If
Set sail on Key West’s most elegant historic schooner, the When And If. Built in 1939 for General George Patton’s...
3/4 Day Split Charter Fishing in Key West
Venture out to sea to chase big game with an expert captain and crew. You and up to 5 other anglers will search for some...
Dolphin Watch Sunset Sail with Premium Wine and Tapas Pairings
Embark on an unforgettable sailing adventure through the crystal-clear waters of Key West with the Dolphin Watch Sunset...
Mimosa Day Sail Aboard Schooner America 2.0
Take the helm and experience the majesty of sailing for yourself as you sit back and relax with a mimosa on a scenic day...
Key West Day Trip with Glass Bottom Boat Ride
Journey to explore the southernmost city in the U.S. on a Key West Day Trip with Glass Bottom Boat Ride from Miami or...
Schooner Champagne Sunset Sail
Come along on this Champagne Sunset Sail and step into the lap of luxury. Sip, relax, and unwind aboard a gorgeous...
Wreck Dive Scuba Adventure
Visit two shipwreck locations and explore Key West's underwater treasures. Glide through the shimmering waters in search...
Harbor History Tour Key West
Soak up the idyllic seaside views on this fully narrated Harbor History Tour Key West. Climb on board for a breathtaking...
Key West Sunset Sail on America 2.0
Embark on a spectacular sunset sailing adventure off the coast of Key West in search of the famed "Green Flash"....
Day Sail Aboard Schooner America 2.0
Explore the high seas in style on the Schooner America 2.0, namesake of the first sailboat to win the America's Cup in...