Key West Recreation

Experience the most of everything with your Key West Concierge

Make the most out of your Key West vacation by leaving the planning to our resident experts, your Key West Concierge. Southernmost’s team of professional, onsite concierges are dedicated to enhancing your stay with a variety of unforgettable experiences and premium services. Let us arrange a snorkeling adventure along North America’s only living reef system. Dine in some of the Island’s most coveted restaurants at your concierge’s recommendation. Discover the vibrant history of the Keys from an insider’s perspective with a private tour. From excursions and charters to recommendations and bookings, our amazing Concierge Team is happy to help you plan your dream getaway. Just stop by Southernmost’s Concierge desk in the lobby to discuss your wishes and we’ll make all the arrangements—it’s as simple as that!

Reach out to make arrangements prior to your arrival

Visit our Concierge Page

Resort Recreation

Man deep sea fishing.


Don’t pass up the chance to fish in the Sport Fishing Capital of the World!Read More
Four yellow rental bikes lined up side by side with Southernmost logo.

Bike Rentals

Gear up for the best way to explore Key West. Hit the road on one of our bright yellow cruiser bikes to experience the Island at your own pace.Read More
The small pond and course at Southernmost Key West Golf Club

Key West Golf Club

At the “Gateway to the Caribbean,” we invite you to come and experience the exhilaration of playing a round at our beautiful tropical island course.Read More
Seaside views from the Southernmost Beach Cafe.

Dining Reservations

Our concierges are resident experts when it comes to great dining options and famous watering holes in Key West.Read More
Sunset in the Dry Tortugas.

Historic Tours

Arrive by ferry or seaplane to the Dry Tortugas National Park to enjoy an all-inclusive day in this tropical island paradise just 70 miles west of Key West.Read More
Catamaran sailing at Sunset.

Sunset Sails

Sail off into a Key West sunset. One of the Island’s most popular cruises, experience a different kind of nightlife aboard the lux ‘Commotion on the Ocean’ catamaran or a romantic schooner.Read More
Woman in swimsuit snorkeling in clear sea above coral reef on sunny day.

All Day Adventures

Get ready for the water adventure of a lifetime! This action packed day includes reef snorkeling, parasailing, and jet skiing followed by a romp at Key West’s Ocean Playground.Read More
Underwater shot of sea turtle swimming.

Backcountry Adventure

Live like a local and spend the day exploring Key West’s beautiful backcountry. Snorkel in the unique and diverse landscape of the Key West Marine Sanctuary.Read More
Dolphin following behind a boat.

Dolphin Watching and Snorkel

Head to the beautiful turquoise waters of the Gulf of Mexico to encounter these amazing marine animals in their natural habitat.Read More
A school of snapper fish in the Florida Keys.

Snorkel the Reef

Sail the Atlantic aboard a luxurious 65’ catamaran to discover North America’s only living coral reef.Read More
Aerial View of the Florida Keys.

Glass Bottom Boat

Discover the most amazing underwater views from the comfort of your seat.Read More
Parasailing over blue waters.


Explore Key West from a whole new perspective. See the entire island and spot marine life in the water below while parasailing 300 feet above it all.Read More
Sailboats at sunset from Key West.

Private Charters

Your vacation, your way. Let our concierge arrange a charter that includes your preferred combination of island activities.Read More
Key West Attractions at Mallory Square; Southernmost Jet Ski Tour to Mallory Square

Jet Ski Tour

This adventure takes you on a 20-mile tour around Key West.Read More
Entrance to Dewey House, large white house with red door surrounded by palm trees.

Luxury Ground Transportation

Helicopter, electric car, scooter, jeep rentals, car service, and more.Read More
Assorted package including fruits, cheese, champagne, flowers and pastries.

Flower and Gift Delivery

Want to surprise a special someone staying at Southernmost?Read More
Spa setting with brown rolled towel, orchids and candles on wood. Relaxing spa concept with candles, towels and hot stone massage with himalayan pink salt.

Spa & Beauty Appointments

We want you to look and feel your best on vacation, without any of the stress of booking.Read More