Key West
The sunset sails: champagne decks, live music boats and the old wooden schooners, all facing the same direction at seven. Sunset is a scheduled event in Key West, and the boats beat the Mallory Square crowds to it.
Experience a memorable Key West sunset aboard a spacious catamaran with live music, premium drinks, and delicious hors d'oeuvres for a relaxing evening on the water.
Most Popular“Great time!!! Awesome crew and entertainment!! Snacks were excellent 😊 Drinks, drinks and more drinks! Awesome sunset.”
Experience a relaxing sunset cruise in Key West with dinner, live music, and drinks included. Perfect for romantic evenings or lively gatherings.
“Prepare to wait for at least an hour at port to board, as they like you to get there in time to sign the waiver. Food was good, staff was very friendly and helpful. We boarded with a large non English speaking tour group, that…”
Explore Key West's coast with a half-day tour featuring sailing, kayaking, snorkeling, and sunset views. Perfect for adventure lovers and nature enthusiasts.
“anthony was a great deckhand . the way they handle the kayaks is a bit unwieldy. you have to wait while they load and unload. and with 20 ppl on board we were pushed around in small quarters. smaller groups would be easier on the…”
Experience a cozy sunset sail off Key West with wine, beer, and gourmet snacks. Perfect for relaxed travelers seeking scenic views and quality drinks.
“Wonderful experience even though there was not much wind the sails were up and the atmosphere and view were phenomenal. Great crew wine was flowing. Food was flowing was a wonderful experience that I would highly recommend.”
Experience a romantic adults-only sunset cruise from Key West with champagne, gourmet cheese, and stunning water views—perfect for a relaxed, intimate evening.
“Intimate experience which was refreshing, and well-done! Would recommend to others or book again for myself.”
Experience a vibrant sunset cruise in Key West with live music, unlimited drinks, and appetizers—perfect for relaxing and meeting new friends.
“Great views, plenty of drinks, food. Good band played a lot of different genres.Staff where excellent. Smooth ride.”
Experience a tranquil sunset from a small sailboat off Key West, with drinks included, attentive crew, and stunning water views—ideal for relaxed evenings.
“Great night of sailing with a gracious captain and crew. They took great care of us making sure we had everything we needed! It was a lovely night.”
Experience a relaxing sunset sail in Key West aboard a classic schooner with complimentary drinks and hors d'oeuvres. Perfect for a romantic or scenic evening.
“The captian and crew showed us the local sites while sailing around. The drinks and hors d'oeuvres were a nice addition to the sailing and sunset views. We even saw dolphins jumping around the bow of a cruise ship as it was departing Key West.…”
Experience a relaxing sunset sail in Key West with dolphin sightings, tapas, and premium wine. A cozy, scenic cruise perfect for nature lovers and foodies alike.
“Two of us did NOT get to go because we could NOT find a place to park!!!!!! Of course by that time we were charged!”
Experience Key West’s stunning sunset from a luxurious 69-ft catamaran, enjoying included wine, champagne, and scenic views in a relaxed, authentic setting.
“OK this is take 2 because I use talk to text and I had said some absolutely fantastic words that now I will have to try to recreate in a nutshell it my experience was absolutely phenomenal the staff was absolutely wonderful they were very…”
Experience Key West’s vibrant coral reef from a glass-bottom boat, with options for daytime or sunset cruises, perfect for non-swimmers and reef lovers alike.
“It was a very good experience. The glass bottom tour and the coral reef and the sunset view was exceptional.”
Experience dolphin sightings, snorkeling in protected waters, and stunning sunsets on this 3-hour Key West cruise for $72. Perfect for nature lovers and sunset seekers.
“The trip was amazing! We saw so many dolphins, they even came right up to the boat. The snorkeling was great too, and the crew was super fun and friendly! The sunset was incredible, and we saw dolphins again! Highly recommend! 😍”
Experience snorkeling at North America's only living coral reef in Key West, with drinks and sunset options, on a spacious catamaran with friendly crew.
“Very well organized. 75 people on the boat but did not feel crowded because of large boat and really good organization. Snorkeling was fun and we had enough time.”
Experience stunning Key West sunsets on a 2-hour catamaran cruise with open bar, delicious appetizers, and lively music—perfect for a laid-back evening.
“The sunset boat trip provided us with the most beautiful sunset as well as fantastically enthusiastic and friendly staff, excellent food and plenty to drink. A perfect evening and incredibly good value for money.”
Experience snorkeling over Key West’s only living coral reef, followed by a sunset sail with reggae music and drinks, all for about $59 per person.
“The crew on board was very friendly and helpful! Glad they had sparkling wine. Great evening on the water.”
Schooners at sunset, reef by morning and Duval Street in between.