8 Sunset Cruises in Key West That Are Worth the Ticket

1.Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres

★★★★★★★★★★4.5 · 3,559 reviews · 2 hours (approx.) · from $79Our pick

Review of Key West’s two-hour sunset sail with open bar, live music, shrimp, hors d’oeuvres, and practical tips on value, weather, and seating.

“The captain and crew were extremely attentive to all of the passengers. They even brought drinks and horsdoeuvres to the passengers hanging out on the main deck who were watching the Amazing sunset. They even mingled with the everyone and helped take pictures when asked. This was a highlight of our time at Key West!!”

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2.Key West Sunset Cruise: Dinner, Live Music & Drinks Included

★★★★★★★★★★4.5 · 1,707 reviews · 2 hours (approx.) · from $92

Review of Key West’s sunset dinner cruise with buffet, open bar, live music, yacht views, practical tips, drawbacks, and booking advice.

“Was cold, but captain made it fun and the drinks were flowing! The SUN came out just in time! Great time.”

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3.Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres

★★★★★★★★★★5.0 · 1,366 reviews · 2 hours (approx.) · from $125Top rated

Review of Key West’s small-group sunset sail with eight wines, beer, hors d’oeuvres, friendly crew, and practical booking tips.

“Very attentive staff on the boat! Generous wine pouring. Nice variety. Beautiful cruise. Check in process was slow.”

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4.Key West Sunset Sail with Live Music, Drinks and Appetizers

★★★★★★★★★★4.5 · 952 reviews · 2 hours (approx.) · from $79

Review of Key West’s two-hour sunset sail with live music, unlimited drinks, appetizers, sunset views, tips, value, and booking advice.

“The boat can seem crowded and not enough seating for everyone but even when full there’s plenty of room to move around. Deck hands were great and made sure everyone had a good time.”

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5.Sunset Sail in Key West with Beverages Included

★★★★★★★★★★5.0 · 907 reviews · 1 hour 30 minutes (approx.) · from $79

Review of Key West’s 90-minute Floridays sunset sail, with small groups, open bar, harbor views, crew service, price, tips, and booking advice.

“Amazing! Eric and Carlos are incredible hosts. The sunset was incredible! And seeing dolphins was an added bonus.”

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6.Key West Schooner Sunset Sail with Bar & Hors d’oeuvres

★★★★★★★★★★5.0 · 804 reviews · 2 hours (approx.) · from $122

Review of Key West’s America 2.0 sunset sail, with included drinks, plated hors d’oeuvres, landmark views, practical tips, and honest value advice.

“First, this tour took off right on time. Check in at least 15 minutes ahead of departure time- we had not checked in and got a call- I thought that was a nice touch. Captain Rae was amazing- she was so personable and explained a lot about sailing to us during the trip. The crew of Chelsie, Brad and Milo did an excellent job of keeping us in drinks and serving several different apps. We had an amazing time on this trip and I would definitely recommend!”

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7.Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

★★★★★★★★★★4.5 · 699 reviews · 2 hours 30 minutes (approx.) · from $89

Review of Key West’s 2.5-hour sunset catamaran sail with wild dolphin watching, wine, champagne, beer, tapas, and landmark views.

“The boat was comfy, the captain is fun and played great music. The wine and tapas were ok. No dolphins anywhere, but the cruise was fun anyway. Gorgeous view of the beautiful sunset!”

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8.Dolphin Watching and Snorkeling Sunset Cruise

★★★★★★★★★★4.4 · 493 reviews · 3 hours · from $79

Review of Key West’s three-hour dolphin, snorkeling, and sunset cruise, with practical advice on wildlife sightings, reef quality, price, and comfort.

“Great crew, we were lucky not even to see the dolphins but also to swim nearby”

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