Evening Experiences – The Key West Guide https://thekeywestguide.com Tue, 26 May 2026 22:40:06 +0000 en-US hourly 1 https://wordpress.org/?v=7.0.1 https://thekeywestguide.com/wp-content/uploads/2026/05/tkw_favicon_for_wp.png Evening Experiences – The Key West Guide https://thekeywestguide.com 32 32 Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres https://thekeywestguide.com/key-west-sunset-sail-with-open-bar-live-music-and-hors-doeuvres/ Sun, 24 May 2026 12:16:26 +0000 https://thekeywestguide.com/?p=413

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

★ 4.5

A 2-hour Key West sunset sail on a roomy catamaran with an open bar, sangria, hors d’oeuvres, and live local music.

“The crew were friendly and on top of filling our drinks. The music was good and he took requests. Our experience was great.”

3,559 reviews2 hours (approx.)From $79.00by Sebago Key West

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]]> Key West Sunset Cruise: Dinner, Live Music & Drinks Included https://thekeywestguide.com/key-west-sunset-cruise-dinner-live-music-drinks-included/ Sun, 24 May 2026 12:16:27 +0000 https://thekeywestguide.com/?p=423

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

★ 4.5

Key West sunset dinner cruise with tropical buffet, live steel drum and DJ, and unlimited drinks. 2 hours on a 65-ft yacht.

“Bring your dancing shoes! Food is okay but plentiful and hot. Great crew and drinks were free flowing.”

1,707 reviews2 hours (approx.)From $92.95by Sunset Watersports

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]]> Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset https://thekeywestguide.com/half-day-trip-from-key-west-with-kayaking-snorkeling-sunset/ Sun, 24 May 2026 12:16:28 +0000 https://thekeywestguide.com/?p=284

6.Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset

★ 5.0

Half-day sailing, kayaking, and snorkeling off Key West, with wetsuits, reef wildlife, drinks and sunset options.

“Wonderful variety of water sports to do. Micah, Anthony, and Laura were very knowledgeable about the wildlife that was seen during our trip. Would definitely recommend to anyone who is up to being on the water!”

1,683 reviews4 hours 30 minutes (approx.)From $115.00by Danger Charters

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]]> Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres https://thekeywestguide.com/key-west-small-group-sunset-sail-with-wine-and-hors-doeuvres/ Sun, 24 May 2026 12:16:29 +0000 https://thekeywestguide.com/?p=549

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

★ 5.0

Small-group Key West sunset sail with a wine tasting, unlimited beer, and hors d’oeuvres, plus crew stories and a smoother pace for two hours.

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

1,366 reviews2 hours (approx.)From $125.00by Danger Charters

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]]> Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses https://thekeywestguide.com/small-group-key-west-adult-sunset-moet-sail-amazing-cheeses/ Sun, 24 May 2026 12:16:30 +0000 https://thekeywestguide.com/?p=199

10.Small Group Key West Adult Sunset & Moët Sail & Amazing Cheeses

★ 5.0

Adults-only Key West sunset champagne cruise on a 14-passenger catamaran: unlimited wine, gourmet cheese, and Moët upgrades.

“Have a good time and meet new friends. Staff and crew were helpful and kept your glasses full. Beautiful night”

954 reviews2 hours (approx.)From $108.91by Dolphin Echo Inc. (Catamaran Echo)

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