Ten ways to see the sunset from the water, from a 90-minute champagne catamaran to a schooner under full sail.
Sunset Sail2 hours
Leave the crowds on shore behind and watch the Key West sunset from a large sailing catamaran, with a local musician playing, an open bar and chef-prepared appetizers. This two-hour evening sail passes the island's best-known waterfront landmarks before the sky puts on its nightly show.
From$37.60 /person
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Dinner Cruise2 hours
Enjoy a Caribbean-style buffet dinner, unlimited cocktails and live music as you sail into the Key West sunset on a 65-foot catamaran. This two-hour evening cruise covers dinner, drinks and the island's most famous view, so all you have to do is show up hungry.
From$50.19 /person
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Small Group2 hours
Taste up to eight wines from around the world and graze on a charcuterie spread while a classic schooner sails you into the Key West sunset. This relaxed, adults-oriented two-hour sail is made for wine lovers, couples and anyone who'd rather sip slowly than party.
From$133.89 /person
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Sunset Sail2 hours
Watch the sun sink into the Gulf from the deck of a 65-foot catamaran while a live three-piece island band plays and the margaritas keep flowing. This two-hour evening cruise includes unlimited drinks and light appetizers, and you're back on shore in time for dinner on the island.
From$55.64 /person
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Schooner2 hours
Sail into the Key West sunset on a 105-foot classic schooner with teak decks, mahogany trim and towering canvas sails. You'll get a plated appetizer and complimentary beer, wine, champagne or soda as you glide past the island's waterfront landmarks on a relaxed two-hour cruise.
From$61.30 /person
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Dolphin Sail2 hours 30 minutes
This small-group evening sail combines a dolphin search, a front-row Key West sunset and a chef-prepared tapas spread with unlimited wine, sangria and champagne. With fewer guests on board, it feels closer to a private charter than a party boat.
From$43.18 /person
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Glass-Bottom Boat1 hour 45 minutes to 2 hours
See coral, tropical fish, rays and sea turtles through viewing windows below the waterline, all from an air-conditioned cabin on a stable 65-foot catamaran. No swimming or snorkel gear needed. Pick a daytime trip for the clearest reef views, or the last departure to finish with a glass of champagne at sunset.
From$42.97 /person
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Catamaran1 hour 30 minutes
Raise a glass of bubbly as a 60-foot sailing catamaran carries you past Key West's waterfront landmarks and out to an open horizon for sunset. This 90-minute sail includes unlimited champagne, wine, sangria and beer, and it's an easy, relaxed way to end the day before dinner.
From$42.95 /person
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Sunset Sail2 hours
Spend two hours on a new three-deck sailing catamaran with an unlimited open bar, plenty of appetizers and a live band as the sun sets over the water. You'll be back on shore early enough to keep the night going in Old Town.
From$41.02 /person
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Sunset Sail2 hours
Sail out of Key West's harbor on a traditional wooden schooner and watch the sun drop into the Gulf while the crew pours from a full open bar. This two-hour, nonstop evening sail is about old-fashioned sailing, an open horizon and an easy, unhurried evening.
From$109.00 /person
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Dolphin & Snorkel3 hours
Spot wild bottlenose dolphins, snorkel the clear waters around Key West's backcountry islands, then cruise home with a cold drink as the sun goes down. This late-afternoon trip packs three of the island's best experiences into a single outing, which makes it a smart pick for families and anyone short on time.
From$54.95 /person
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Eco Tour3 hours
Spend the morning, afternoon or golden hour with Key West's resident bottlenose dolphins, then slip into the clear, shallow backcountry waters for an hour of guided snorkeling. It's a relaxed, small-crew catamaran trip that suits families, first-time snorkelers and anyone who wants to see the wild side of the Florida Keys.
From$73.21 /person
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Snorkeling3 hours
Sail out on a spacious 65-foot catamaran to snorkel the only living coral barrier reef in the continental United States, then relax with drinks on the ride home. You can choose a morning, afternoon or sunset departure, and each one comes with its own signature drink.
From$41.43 /person
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Cocktail Cruise2 hours
This is a sunset cruise for people who actually care what's in their glass. Hospitality pros shake fresh, made-to-order cocktails, pour California wines and serve South Florida craft beer, with no limits, for two hours aboard a 47-foot catamaran. It's 18+ only, and there's free parking at the dock.
From$80.00 /person
Buy Tickets| Tour | Duration | Group | Departs from | Times | From |
|---|---|---|---|---|---|
| Key West Sunset Sail Tour with Live Music | 2 hours | Up to 80 guests | 205 Elizabeth St | One departure a day, between 4:30 PM and 6:30 PM depending on the season | $37.60 /person |
| Key West Sunset Dinner Cruise with Live Music & Open Bar | 2 hours | Up to 30 guests | 201 William St | One departure a day, between 5:00 PM and 6:30 PM depending on the season | $50.19 /person |
| Key West Sunset Sail with Wine on a Classic Schooner | 2 hours | Up to 26 guests | 255 Front St | One departure a day, between 4:30 PM and 6:30 PM depending on the season | $133.89 /person |
| Key West Sunset Sail with Live Music, Drinks & Appetizers | 2 hours | Up to 125 guests | 631 Greene St | One departure a day, between 5:00 PM and 6:30 PM depending on the season | $55.64 /person |
| Key West: Schooner Sunset Sail Tour with Food & Drinks | 2 hours | Up to 68 guests | 202 William St | One departure a day, between 4:00 PM and 6:30 PM depending on the season | $61.30 /person |
| Captain’s Choice: Key West Dolphin Watching Sunset Sail with Wine & Tapas | 2 hours 30 minutes | Up to 50 guests | 205 Elizabeth St | One departure a day, between 4:00 PM and 6:00 PM depending on the season | $43.18 /person |
| Key West Glass-Bottom Boat Tour with Reef Views & Sunset Option | 1 hour 45 minutes to 2 hours | Up to 80 guests | 29 Duval St | Up to 4 departures a day, between 12:00 PM and 6:00 PM depending on the season | $42.97 /person |
| Key West Champagne Sunset Catamaran Sail | 1 hour 30 minutes | Up to 86 guests | 205 Elizabeth St | One departure a day, between 5:00 PM and 7:00 PM depending on the season | $42.95 /person |
| Key West Signature Sunset Cruise: Live Music, Open Bar & Food | 2 hours | Up to 75 guests | 201 William St | One departure a day, between 5:00 PM and 6:30 PM depending on the season | $41.02 /person |
| Classic Schooner Sunset Sail with Open Bar | 2 hours | Up to 12 guests | 201 William St | One departure a day, between 4:30 PM and 6:30 PM depending on the season | $109.00 /person |
| Key West Dolphin & Snorkel Sunset Cruise | 3 hours | Up to 20 guests | 201 William St | Up to 2 departures a day, between 3:00 PM and 5:30 PM depending on the season | $54.95 /person |
| Key West Dolphin Watching & Snorkeling Eco Tour | 3 hours | Up to 15 guests | 631 Greene St | Up to 3 departures a day, between 9:00 AM and 5:30 PM depending on the season | $73.21 /person |
| Key West Reef Snorkel Experience with Drinks & Sunset Sailing | 3 hours | Up to 15 guests | 241 Front St | Up to 2 departures a day, between 1:00 PM and 5:30 PM depending on the season | $41.43 /person |
| Key West Sunset Cocktail Cruise with Open Bar (Adults Only) | 2 hours | Up to 15 guests | 711 Eisenhower Dr | One departure a day, between 5:00 PM and 7:15 PM depending on the season | $80.00 /person |
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