10 cruises from $37.6 · Prices updated
Sunset Sail2 hours
Enjoy a relaxing evening boat ride and watch the beautiful sunset in Key West. You can enjoy live music, an open bar, and tasty appetizers during the cruise. While sailing, you'll get lovely views of the ocean and see some famous Key West places from the water. Sit back, enjoy the music, have some appetizers, and watch the sky change colors as the sun goes down.
From$37.60 /person
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Dinner Cruise2 hours
Spend a relaxing evening on the water with a Key West Sunset Dinner Cruise. Enjoy a tasty buffet dinner, drinks, live entertainment, and beautiful views of the Florida Keys. Cruise along the Key West waterfront and watch the beautiful sunset over the Gulf of Mexico. After sunset, sit back, enjoy the music and drinks, and take in the peaceful evening views.
From$50.19 /person
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Small Group2 hours
Set sail along the Key West coast during golden hour on a relaxing small-group sunset wine sail. Sample a selection of wines, enjoy beer and soft drinks, and pair your beverages with light hors d'oeuvres while watching the sun sink toward the horizon. With a small group and an experienced crew, this sailing experience offers a comfortable way to enjoy Key West from the water.
From$133.89 /person
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Sunset Sail2 hours
Enjoy a fun evening on the water with a Key West sunset sail featuring live music, drinks, and appetizers. Cruise along the Key West coast, listen to live local music, enjoy refreshing drinks, and watch the sun go down over the water.
From$55.64 /person
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Small Group1 hour 30 minutes
Enjoy a relaxing evening on the water with a Key West sunset sail with drinks included. Cruise along the Key West coast, enjoy refreshing drinks, and watch the sun go down over the water.
From$59.25 /person
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Schooner2 hours
Enjoy a relaxing sunset sail around Key West aboard a classic schooner. Watch the sun go down over the water while enjoying wine, beer, soft drinks, and light hors d'oeuvres with beautiful views of the coast.
From$61.30 /person
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Dolphin Sail2 hours 30 minutes
Enjoy a relaxing sunset sail in Key West with the chance to spot dolphins along the way. Sip wine, enjoy tasty tapas, and watch the sun set over the water during a beautiful evening cruise.
From$43.18 /person
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Glass-Bottom Boat1 hour 45 minutes to 2 hours
See the underwater world of Key West without getting in the water. Cruise over the Florida Reef on a glass-bottom boat and enjoy views of marine life, coral, and the sunset from the water.
From$42.97 /person
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Catamaran1 hour 30 minutes
Enjoy a relaxing sunset cruise on a spacious catamaran in Key West. Sail along the coast, enjoy Champagne and other drinks, and watch the sun set over the water.
From$42.95 /person
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Sunset Sail2 hours
Spend your evening sailing around Key West with drinks, food and music included. Relax on the boat, enjoy the ocean views and watch the sunset over the water.
From$41.02 /person
Buy TicketsNo. Key West Sunset Cruise is an independent booking service. We sell sunset sails and cruises run by licensed local operators and are not affiliated with any city, state or government body.
Sunset departures follow the sunset, so they move through the year: from late afternoon in winter to early evening in summer. Pick a date on any tour to see its exact departure time.
You get a booking confirmation by email straight away. Your card is charged once the operator confirms your tickets, and your e-ticket follows by email, usually within a few hours.
Cancel or reschedule at least 72 hours before your cruise for a full refund. Use the Manage booking page or email us with your booking reference.
Captains sail in light rain but may change the route, reschedule or cancel for storms, lightning or high winds. If the operator cancels, you can move to another date or get a full refund.
Most cruises welcome children, many with discounted or free rates for the youngest guests. The small-group wine sail is for ages 13 and up. Check each tour's guest types before booking.
Yes. Alcohol is only served to guests aged 21 and over, and crews may ask for photo ID. Soft drinks and water are available for everyone.
An optional add-on at checkout for $5.95 per guest. It lets you claim a refund or move your booking to another date if your plans change. See our refund policy for the full terms.
Disclaimer: This is an independent third-party booking service. We are not affiliated with, endorsed by, or authorised by the City of Key West, any boat or tour operator or any official body. All product names and trademarks belong to their respective owners and are used for descriptive purposes only. Customer support available by email. Contact: support@keywest-sunsetcruise.com