Resort Activities & Entertainment

With the 3 pools, 2 beaches, and a private tanning pier on 6 lush acres, getting into a Key West state of mind has never been easier than at the Southernmost Beach Resort Key West.


Resort Activities



3pm: Wine Tasting 101 @ Sand Bar Pavilion


9am: Aqua Yoga @ Tranquility Pool
3pm: Beer School 101 @ Pineapple Pool
By appointment: 25 min massage and facial for $130 @ Spa


9am: Aqua Yoga @ Tranquility Pool
9:45am: VIP Guided Butterfly Tour @ Pineapple Pool
12-3pm: Live Music @ Shores Pool
3pm: Wine Tasting 101 @ Sand Bar Pavilion

By appointment: Book any service and get a free glass of wine @ Spa


9am: Yoga Relief on the Private Beach
12-3pm: Live Music @ Pineapple Pool
2pm: Eco Discovery Series @Sand Bar (every other week January to August; opposite of Astronomy Series)
6:30pm: Seeing in the Dark: Astronomy Series @ Pier at Private Beach (every other week January – May)

By appointment: Book pedicure and get free sugar scrub @ Spa


9am: Aqua Yoga @ Tranquility Pool
12-3pm: Live Music @ Shores Pool


9am: Yoga Relief on the Private Beach
12-3pm: Live Music @ Shores Pool
3pm: Ice Cream Social @ Sand Bar Pavilion


12-3pm: Live Music @ Southernmost Beach Café
3pm: Beer School 101 @Pineapple Pool
Concierge Sunday:
Please ask our concierge for great excursion suggestions!
By appointment: Free hand and eye treatment with purchase of facial @ Spa

Family Games

Corn hole, ping pong, board games, wallhooky, fossball and more are available daily from 11am till sunset at the Sand Bar Pavilion.

Cabana Rental

Cabanas poolside and on private beach are now available. Please see pool attendant for availability and pricing.

On the Beach

Complimentary beach chair and umbrella are provided to Southernmost Beach Resort guests.

Concierge Services

Activities shown are subject to change seasonally. For other Key West activities, watersports, fishing, diving, snorkeling, parasailing, jet skiing, sunset sails, bicycle and scooter rental, or dinner reservations please feel free to email our concierge at

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