The Southernmost Beach Resort Is a Taste of Caribbean Luxury at the Tip of Florida

Expanding over six acres at the far southeast corner of the US, this oceanfront oasis sets the tone for a relaxing stay in Key West’s Historic District. The Southernmost Beach Resort has 293 guest rooms dispersed across eight buildings and four guest houses. With a design and decor influenced by Key West’s historic charm, the property features a modern yet contemporary design with elements of classic coastal allure.

After the trip, I walked away feeling utterly relaxed and already wanting to plan my next stay. There’s something special about Key West. Basing yourself at the Southernmost Beach Resort makes for an intimate experience whether you’re traveling solo, with a partner, or you’re planning a trip with family and friends.

Getting into the water

Photo: Southernmost Beach Resort

Located on the southeast part of Duval Street, Southernmost Beach Resort is just steps away from some of the best coffee joints, gift shops, and water sport outfitters. There’s ample options for activities and going out to explore the area, plus the resort’s own amenities.

To start, there are three pools to choose from. Want to be surrounded by a courtyard with beautifully manicured gardens and historic mid-century buildings? The Pineapple Pool is the place to be. Maybe you’re looking for a pool that’s a little more on the quiet side, and in that case head to the Tranquility Pool. Last but not least, if you are looking for good vibes next to the ocean, the Shores Pool is your go-to spot.

Photo: Southernmost Beach Resort

The spa and fitness amenities are top notch, and you can decompress while taking in the water views. The full-service spa has an impeccable view of the Atlantic. In addition, you will find group fitness classes, live entertainment, complimentary bikes and much more.

In addition to these stunning pools and views from the wellness portion of the resort, you can get close to the water on the breathtaking Tanning Pier. This picturesque pier stretches into the Atlantic with a vanishing point that guarantees a stellar photo. Don’t be fooled into thinking it’s a daytime only spot by the “Tanning” portion of the name – I spent every evening for the duration of my stay, watching the sunset turn into the night sky. And I must say, that was one of the most memorable parts of my trip.

Dining at and around the Southernmost Point

Photo: Southernmost Beach Resort

Multiple restaurants across the resort offer breakfast through dinner. My absolute go-to throughout my stay was the Skinny Cuban Sandwich. This mouthwatering, hand crafted sandwich was the most satisfying meal after spending hours in the sun (pro tip: pair it with a key lime colada and I promise you’ll never want to leave).

That said, it can be monotonous to eat at the resort every day. You don’t have to wander far to find a variety of worthwhile dining options. There’s lobster rolls at the Lobster Shack Key West just across the street, and coffee connoisseurs like myself can find some of the best coffee in the Keys at the nearby Ana’s Cuban Cafe. And don’t forget to grab yourself a pastry from Frenchie’s Cafe to start your day.

Using the Southernmost Beach Resort as a jumping off point to the region

Photo: Southernmost Beach Resort

There’s truly no need for a car during your stay. Of course, you could rent a golf cart or a scooter to get around faster, but to fully immerse yourself in the Key West experience, my advice is to walk when you can. Next store to Southernmost Point is Barefoot Billy’s Watersports. The outfitter can facilitate water activities like snorkeling, eco-tours, kayaking, and paddleboarding — all within walking distance of the resort.

At Mallory Square, a waterfront plaza just west of Duval Street, you can catch live performers and the most extraordinary sunsets. The amount of experiences, sights to see, places to eat, people to meet is almost never ending. All it takes is a couple days to feel like you belong.