Every sunset boat in Key West with a real price on it: two-hour champagne sails from $49.95 a seat, live-music catamarans, the tiki boat, and private charters for a proposal or anniversary.
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Three picks that cover most people: the cheapest sail that still pours champagne, the boat that photographs best, and the private charter to book if you're proposing.
— or browse every sunset boat below —
The classic: a two-hour catamaran sail with champagne, beer, wine and soft drinks included. The lowest-priced sunset sail in Key West that still pours.
Check AvailabilityAfternoon reef snorkel that rolls straight into the sunset sail with rum punch and reggae. Two trips for less than most single sails.
Check AvailabilityKey West's floating tiki bar at sunset. Casual, loud in a good way, and one of the most-booked boats on this site.
Check AvailabilitySebago's larger catamaran with a live band, full bar and appetizers. The one to pick if you want a party, not a quiet sail.
Check AvailabilityFury's live-music sunset sail on a big stable catamaran. Includes drinks; easiest boat for groups who don't want to plan anything.
Check AvailabilityUnlimited well bar with rum runners and margaritas for the whole two hours. Best drink-per-dollar of the shared sails.
Check AvailabilitySunset aboard the 105-foot Schooner America 2.0 with champagne and hors d'oeuvres. The photogenic pick and the one people frame.
Check AvailabilityPrivate two-hour run out to the dolphin grounds timed to end at sunset, with complimentary beer, wine and champagne. Up to 6 guests.
Check AvailabilityThe only sunset in Key West with nothing between you and the horizon. Short flight, champagne toast, unobstructed view. Priced per seat.
Check AvailabilityA quiet private sunset charter for couples and small groups — sandbar stop first if the tide allows, then the sun going down from the water.
Check AvailabilityPrivate coastline cruise with complimentary champagne and dolphin watching on the way. The one to book if you are asking a question at sunset.
Check AvailabilityA private two-hour sail on a sailing catamaran — engine off, sails up, no crowd. BYOB.
Check AvailabilityA 35-foot Carolina Classic for up to six, champagne included, fully customizable route. Comfortable seating for people who do not want a bench.
Check AvailabilityFour hours: afternoon at the sandbar, then a sunset run home. The right pick for families who want swimming and the sunset in one booking.
Check AvailabilityA three-hour private sunset sail on a classic sailboat that takes the long way through the backcountry first.
Check AvailabilityDeparture moves with the sunset: roughly 5:00 PM in December and 7:30 PM in June, usually 60 to 90 minutes before the sun goes down. The exact time is on the operator's calendar when you check availability.
On most shared sails, yes — champagne, beer, wine and soft drinks are part of the ticket, and a few include a full open bar. Private charters are usually BYOB or include a welcome bottle; the card says which.
Shared sails run $49.95 to $108 per person and are the right call for two people or a small group who want it easy. A private boat starts around $350 for up to six, so it is cheaper than a shared sail once you have five or more — and you control the music, the route and who is aboard.
Captains call it, not you. If the operator cancels for weather you get a full refund or a rebook. Light rain rarely cancels; lightning and high wind do. Book for an early night of your trip so you have a backup evening.
Almost all depart from the Historic Seaport (Key West Bight) or the Margaritaville Resort marina, both walkable from Duval Street. Parking near the seaport is tight — walk, bike or take a cab.
Your local guide to Key West sunset cruises
Live prices · Instant confirmation on the operator's calendar · Weather cancellations refunded
Back to Top PicksNominees we wrote up ourselves. They did not pay for these pages and had no say in them.
