Concerts

KEY WEST

Best Concerts In Key West

Ranked by traveller popularity

The 7 most popular concerts in Key West. Here's what they actually deliver, who runs them, and what they cost.

7 Best Concerts In Key West

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

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres - Your Route: Mallory Square, Fort Zachary Taylor, and Sunset Key Moments

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

Most Popular★ 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 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!!”

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

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

Key West Sunset Cruise: Dinner, Live Music & Drinks Included - The Tropical Buffet Dinner: What You’ll Actually Taste

Key West Sunset Sail with Live Music, Drinks and Appetizers

Key West Sunset Sail with Live Music, Drinks and Appetizers - Unlimited Drinks and Appetizers: What You Actually Get

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

Key West Signature Sunset Sail with Live Music, Open Bar & Food - The Two-Stop Sail: How the Water Time Gets Used

4.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.

“The sunset, the drinks and the music were all great! Snacks were nothing special, but we planned ahead ate dinner. We have done a cruise like this before and it is usually a couple of veggies and maybe rolls or some kind of bite size snack.”

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

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

Key West: Sunset Dinner Cruise with Open Bar & Live Music - Dinner in the Air-Conditioned Room: Buffet Choices and Realistic Timing

Key West: 2-Hour Sunset Sail with Live Music

Key West: 2-Hour Sunset Sail with Live Music - Meeting at Lazy Way Lane: Getting on the Boat Without Stress

2-Hour Live Music Guided Tour in Key West


7.2-Hour Live Music Guided Tour in Key West

★ 5.0

A 2-hour guided Key West live music crawl to 4 venues, with drink discounts, venue history, and a digital music guide.

“I couldn’t think of a better way to start off our Key West experience. Maxwell was a wonderful host and he knows the backstory of each place and history of the bands as well. Every place we went to had its own vibe. The bands and musicians were soooo good! We had a blast!”

16 reviewsFrom $35.00by Key West Art Walk

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