View All Key West Tours & Tickets
Filter
Category
Sort By
Price
Customer Rating
Time of Day
Duration
Top Key West Sunset Cruises
Sunset Sail Cruise in Key West
120 minutes - Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We have cannons! Come sail on Key West's most photographed ship! The Schooner Jolly II Rover is the only squared rigged, topsail schooner in the Historic Seaport! It is Key West's famous "Red Sails in the Sunset" Tall Ship! There is no band playing or...Read more
Sunset Tiki Boat Tour in Key West
2 hours Key West is renowned for its spectacular sunsets, and they can't be beat when experienced from a private sunset cruise on board our custom tiki bar boats. Accompanied by up to 5 of your friends, you will be able to raise a toast to the setting sun with your preferred beverage (BYOB). We set sail an hour and fifteen minutes before sundown so...Read more
Small-Group Key West Sunset Sail with Wine
2 hours Sail off into the sunset with an array of international and homegrown wines, brews and hors d'oeuvres. Whether you're looking for a romantic evening or just some time to relax with friends, this cruise will be perfect. Please make sure to arrive 30 minutes before you set sail to check...Read more
Key West Sushi Sunset Cruise
2 hours Looking for an enjoyable way to conclude your day? Come join us on the Seabreeze and sail in comfort with this calming, catered cruise across the Key West horizon. Enjoy a bit of shade under the bimini or bask in the sun from the bow as you take in one last glimpse of daylight. Sunset Cruises are a prized experience in Key West with...Read more
Key West Sunset and Cocktail Cruise with Open Bar
2 hours
The Key West Cocktail Cruise is an absolute must for anyone looking to experience the most amazing Sunsets that Key West has to offer - it's better than cameras and...Read more
Key West Sunset Sail Aboard Schooner
2 hours Relish in a magnificent two-hour sunset voyage on board a breathtaking modern schooner! Witness the majestic sights of Key West from Schooner America 2.0, the most exquisite schooner around, as you sail past Mallory Square, Sunset Pier, and Sand Key Light Tower and more. While indulging in complimentary libations, savor individually prepared...Read more
2-Hour Private Sunset Cruise on Tiki Bar Boat in Key West
2 hours Key West is renowned for its breathtaking sunsets, and they are even more spectacular when viewed from a private sunset cruise aboard one of our custom tiki bar boats. Accompanied by up to five guests, you can cheers the setting sun with your favorite beverage (BYOB). Tours depart an hour and fifteen minutes before sunset in order to find the...Read more
Sunset Sail on Historic Schooner in Key West
2 hours - 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...Read more
Key West Sunset Cruise with Live Island Music
2 hours Set sail on the salty sea and listen to some of Key West's greatest musical acts, all while taking in a breathtaking sunset. Join us for an unforgettable evening with food, drinks and live music as we watch the sun dip below the horizon. So take someone by the hand and let the music carry you away on this amazing Key West Sunset...Read more
Key West Sunset Dinner Cruise with Tropical Buffet
2 hours Come join us for the best sunset dinner cruise in Key West! Climb aboard our luxury catamaran and be mesmerized by the magnificent views of the setting sun. Our onboard chef will prepare an array of delicious tropical cuisine including Caribbean Roast Pork, Black Beans and Rice, Deep Fried Sweet Plantains, Grilled Marinated Chicken with...Read more
Key West Glass-Bottom Boat Tour with Sunset Option
2 hours
View the only living coral barrier reef in the continental United States on this two-hour glass-bottom boat journey from Key West! Enjoy a relaxing cruise while looking down to see an abundance of marine life below, such as tropical fish, hard and soft corals, sponges, snails, jellyfish, anemones, crabs, lobsters, rays, sea turtles, nurse...Read more
Sunset Sail in Key West with Beverages Included
1 hour 30 minutes Key West is renowned for its incredible sunsets and Floridays is well-known for our extraordinary, serene champagne sunset cruise. Our dedication to providing exemplary service and meticulous attention to detail on the voyage at dusk is legendary. Being out in the ocean for a Key West sundown experience is like being INSIDE the...Read more
Private Afternoon Snorkel with Sunset Sail
4 hours - Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that special someone! Soak up the afternoon sun and cool off in the bright aqua waters of the Keys as you snorkel and explore Florida's amazing natural wildlife with up to five others, before sailing back to shore at...Read more
Private Key West Sunset Sail
2 hours - Please note: price is for up to 6 guests. The perfect Key West sunset sail - peaceful, private and exclusive! Your captain and mate will take you out to watch the sunset from your own private classic sailing vessel, with soft drinks with ice provided for any adult beverages you choose to...Read more