Ongoing

Karaoke at Bobby’s Monkey Bar

Bobby's Monkey Bar 900 Simonton Street, Key West

Experience a vibrant night at Bobby's Monkey Bar in Key West's Old Town, where the island atmosphere comes alive with dynamic karaoke hosted by charismatic…

Fishmonster Max- Daily Party Boat Fishing

A & B Marina 700 Front St # 105, Key West

Join Fishmonster Max for a daily party boat fishing experience at A & B Marina in Key West's historic seaport. Enjoy live entertainment amidst the…

$85.00

Yoga on the Beach – Ft Zachary Taylor

Fort Zachary Taylor State Park 601 Howard England Way, Key West

Experience tranquility and rejuvenation at Yoga on the Beach at Fort Zachary Taylor State Park. Enhance your wellness journey amid stunning sunset views and a…

$20

Aqua Yoga at Southernmost Beach Resort

Southernmost Beach Resort 1319 Duval Street, Key West

Experience the serene art of Aqua Yoga at Southernmost Beach Resort, a luxurious escape nestled on Duval Street's quiet end. Enjoy the calming ocean views…

$20

Distillery Tour – Key West Legal Rum Distillery

Key West First Legal Rum Distillery 107 Simonton Street, Key West

Experience the vibrant Key West Legal Rum Distillery with daily free tours and tastings. Although there’s no specific entertainer mentioned, the lively setting itself offers…

Free

Glass Bottom Boat Cruise – Key West’s Window to the Sea

Fury Key West- Departure Point 2 0 Duval St, Key West

Join the Glass Bottom Boat Cruise for a unique maritime experience in Key West. While the tour offers breathtaking views of vibrant marine life through…

$69.95

Wednesday Filet Day at Mary Ellen’s

Mary Ellen's Bar & Restaurant 420 Appelrouth Lane, Key West

Enjoy a vibrant evening at Mary Ellen's in Old Town Key West with Wednesday Filet Day. While savoring gourmet grilled cheese and craft beers, let…

Free

Glass Bottom Boat Cruise – Key West’s Window to the Sea

Fury Key West- Departure Point 2 0 Duval St, Key West

Experience the vibrant marine life of Key West aboard the Glass Bottom Boat Cruise, featuring captivating performances by talented local entertainers. This unique excursion combines…

$69.95

Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise

Sunset Watersports - 201 Williams St 201 William Street, Key West

Experience the vibrant Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise at Sunset Watersports in Key West's Historic Seaport. Dive into an adventure with…

$79.95

Sunset Celebration at Mallory Square

Mallory Square 1 Whitehead Street, Key West

Experience the vibrant Sunset Celebration at Mallory Square in Key West, where entertainers steal the show. Every evening, enjoy captivating performances from skilled jugglers and…

Free

Caribe of Key West at El Meson de Pepes on Mallory Square

El Meson De Pepes Restaurant and Bar 410 Wall Street, Key West

Experience the rhythmic allure of Caribe of Key West at El Meson de Pepes on Mallory Square. This family-owned treasure enchants with its Cuban-Conch heritage,…

Line Dancing at Kaya Island Eats

Backyard Bar - Kaya Island Eats 618 Duval Street, Key West

Join the vibrant scene at Kaya Island Eats for an unforgettable line dancing experience. While details on the entertainer are sparse, expect lively tunes and…

Free

Karaoke at Bobby’s Monkey Bar

Bobby's Monkey Bar 900 Simonton Street, Key West

Join the lively atmosphere at Bobby's Monkey Bar in Key West's Old Town, where the spotlight shines on vibrant karaoke entertainers. Every night, talented performers…