Concerts – The Key West Guide https://thekeywestguide.com Sat, 06 Jun 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 Concerts – 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.

“Staff is very attentive and customer service oriented! The appetizer were very good. Music was also fun. A lovely evening!!”

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.

“A great cruise experience to enjoy the sunset. Dinner was great too! Absolutely recommend taking this cruise.”

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

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]]> Key West Sunset Sail with Live Music, Drinks and Appetizers https://thekeywestguide.com/key-west-sunset-sail-with-live-music-drinks-and-appetizers/ Sun, 24 May 2026 12:16:30 +0000 https://thekeywestguide.com/?p=416

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

★ 4.5

A 2-hour Key West sunset catamaran with live music, unlimited drinks, and appetizers. Three decks for views. Check in early for seats.

“Overall a great 2 hour boat ride for adults. The finger food and drinks are good. Great sunset in January and this is the best time to visit Key West.”

952 reviews2 hours (approx.)From $79.95by Fury Water Adventures

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]]> Key West Signature Sunset Sail with Live Music, Open Bar & Food https://thekeywestguide.com/key-west-signature-sunset-sail-with-live-music-open-bar-food/ Sun, 24 May 2026 12:16:42 +0000 https://thekeywestguide.com/?p=566

8.Key West Signature Sunset Sail with Live Music, Open Bar & Food

★ 4.5

Sail the Sandie Cat for Key West sunset with live music, an unlimited open bar, and simple appetizers over two hours.

“This was a great experience. The boat was large and modern. The crew were very friendly and helpful. Captain Anna was friendly and confident, and did a great job sailing the boat. The live music was nice and not too loud. I would recommend this cruise.”

314 reviews2 hours (approx.)From $72.00by Sunset Watersports

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]]> Key West: Sunset Dinner Cruise with Open Bar & Live Music https://thekeywestguide.com/key-west-sunset-dinner-cruise-with-open-bar-live-music/ Sun, 24 May 2026 12:16:46 +0000 https://thekeywestguide.com/?p=129

10.Key West: Sunset Dinner Cruise with Open Bar & Live Music

★ 4.5

Key West sunset dinner cruise on The Party Cat with open bar, a tropical buffet, and live music on the upper deck.

“What a great time. Great food, friendly staff, comfortable setting backed up by a view of the Gulf of Mexico and the sunset. The entertainment was a Jamaican performer from Kingston. He was awesome on vocals, guitar and synthesizer. He knew how to show the group a good time.”

228 reviews2 hoursFrom $92by Sunset Watersports Key West

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