Key West Experiences
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.
Fishing
Don’t pass up the chance to fish in the Sport Fishing Capital of the World! Set where the Atlantic ocean and Gulf of Mexico meet, enjoy fishing the diverse aquatic species that surround Key West’s numerous wreck sites and coral reefs. Sight-fish in the shallow waters of the Key West backcountry. Deep sea fish in the ocean. Let our Concierges book you a private or split charter to catch a variety of trophy game fish such as marlin, sailfish, wahoo, mahi mahi, cobia and sharks. Or set sail for a Hook and Cook excursion to find dinner.
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. Visit the Southernmost Point. Drive the length of Duval Street. Stop to catch a sunset at Mallory Square or grab a bite to eat along the way. Visit our Concierge Desk to book and reserve your very own bike with basket, lock, and helmet, and set off on your own leisurely tour of Key West.
Key West Golf Club
At the entrance to the island of Key West, the unique Key West Golf Club’s 18 holes encompass over 200 acres of beautiful Florida Keys’ natural foliage and wildlife. Come enjoy the stately palms, dense mangroves, serene lakes, rolling fairways and dramatic greens. Visit their website for more information.
Dining Reservations
Our concierges are resident experts when it comes to great dining options and famous watering holes in Key West. Just let us know what you like, price point, and any food allergies, and we’ll make a recommendation and book your reservation.
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. Snorkel among pristine corals. Sunbathe on white sandy beaches. Tour the famous Fort Jefferson and admire multiple unusual birds, sea turtles, and tropical fish along the way. Breakfast and lunch are included, so all you need to do is reach out to our Concierge to book.
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 with a rocking combination of live music, dancing, and indulgent refreshments. Enjoy complimentary appetizers, margaritas, beer, and wine, and toast to another perfect day in paradise.
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. Great for groups and family, this excursion comes complete with a complimentary breakfast, lunch, or afternoon snack.
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. Kayak the crystal clear waters of the Atlantic and catch some sun on a remote sandbar. This trip includes snorkeling equipment, breakfast or lunch, beer, wine and/or soft drinks—so all you need to bring is yourself and a sense of adventure.
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. Snorkel Key West’s unique backcountry habitat and catch a glimpse of the region’s many other residents such as stingrays, sea turtles, sponge gardens, and more.
Snorkel the Reef
Sail the Atlantic aboard a luxurious 65 foot catamaran to discover North America’s only living coral reef. See over 400 species of tropical fish and coral on your snorkel excursion and spend the rest of the afternoon soaking up the rays on the boat’s spacious sun deck. Equipped with plenty of seating, bathrooms, fresh water showers, and a wet bar offering complimentary refreshments, you’ll experience the best above and under the sea.
Glass Bottom Boat
Discover the most amazing underwater views from the comfort of your seat. A wide variety of fish and other sea creatures await you as you gaze into the third largest coral reef in the world. This state-of-the-art catamaran features a sun deck with ample seating, air-conditioned enclosed viewing area, restrooms, and a snack bar.
Parasail
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. Take off and land right on the boat and stay dry or choose to take a dip in the crystalline Atlantic. This excursion is easy, safe, and can be done solo or tandem with participants six years and older.
Private Charters
Your vacation, your way. Let our concierge arrange a charter that includes your preferred combination of island activities. Choose from fishing, snorkelling, beach combing, dolphin watching, and/or lobstering (seasonal). You can even embark on a Hook and Cook boating excursion and cook your catch in the boat or on a nearby beach. Whatever you choose, we’ll help you make Key West memories to last a lifetime.
Jet Ski Tour
This adventure takes you on a 20-mile tour around Key West. Follow a local guide past Mallory Square, the Southernmost Point, and alongside some of the most stunning landscapes you’ll ever see. Stop for a break at a sandbar, take a swim in the warm turquoise waters off of the Keys, and learn local history from a different perspective. Throughout your excursion, keep your eyes peeled for dolphins, rays, and the many other unique marine species that call Key West home.
Luxury Ground Transportation
Helicopter, electric car, scooter, jeep rentals, car service, and more. Whatever your transportation needs, our concierge will make sure you get there in style by arranging and booking any rentals, tours, or pick-ups you may need. Leave the details to us, all you need to do is sit back and enjoy the ride.
Flower and Gift Delivery
Want to surprise a special someone staying at Southernmost? Our Concierges have the pulse on all the best local goodies and can arrange the delivery of a personalized gift basket, beautiful bouquet, or anything else you can think of. If you can dream it, we can orchestrate it.
Spa & Beauty Appointments
We want you to look and feel your best on vacation, without any of the stress of booking. From onsite The Southernmost Spa treatments to local salon appointments, we’ll help you find the perfect place to indulge in a little self care on the Island.