© Southernmost Beach Bar

Tucked away on the sun-drenched island of Key West is the Southernmost Beach Resort (SoMo), a beach haven for all things fun in the sun. Located on the famed Duval Street, the resort’s luxury Guesthouses has recently undergone a $12.5 million cosmetic facelift, combining sleek design with classic coastal charm. 

Now a premier destination for those seeking the ultimate Caribbean experience without leaving the United States, SoMo is your ticket to paradise.

Millennial had the distinct privilege of enjoying the newly renovated Guesthouse collection- four meticulously restored 19th-century Victorian homes offering adult-only accommodations and shared community spaces.

For a handful of days, we scoured the island like pirates on the hunt for treasure- discovering a myriad of whimsical locations that would make Captain Jack Sparrow proud. The weather was gorgeous, the town was alive, and the locals came out to play. 

Throughout our escapade, Southernmost Beach Resort served as a comforting backdrop and home away from home during our week in the tropics. 

© Southernmost West Lawn

A Blend of History and Modern Luxury

The Guesthouses, each a uniquely named architectural gem, offer an exquisite blend of modern elegance and rich historical charm. La Mer and Dewey grace the beachfront with their timeless allure, while Avalon, seamlessly integrated into the Duval side of the main resort, exudes sophistication.

Just a few blocks down Duval, sits Duval Gardens, the Guesthouse in the heart of the action. Each house has been transformed into personal retreats that capture the essence of the Florida Keys’ vibrant history and contemporary refinement.

Big Time Design Studios, a renowned Miami-based design firm, orchestrated the Guesthouses’ transformation. The newly introduced color palette draws inspiration from the Atlantic’s teal and aqua hues, complemented by warm coral accents echoing sun-kissed beaches and the island’s famed conch culture.

Brass elements, textured rugs, and patterned textiles fuse with traditional dark wood flooring, striking a harmonious balance between old-world charm and “on-brand’ trends.

© Southernmost – The Guesthouses

Each guesthouse is overseen by its own innkeeper, offering the intimate charm of a bed and breakfast with the amenities and service of a modern resort. Historical and archival black-and-white photography of Key West grace the rooms, inviting guests on a nostalgic journey through the area’s rich heritage.

The shared spaces and manicured landscaping foster a sense of community and connection. Each room comes with its own balcony or veranda. Complimentary breakfast including an omelet station and continental spread as well as afternoon hors d’oeuvres are served overlooking the private beach at Dewey’s Deck. 

Resort Amenities: Luxury at Every Turn

An award-winning resort needs top-notch amenities, and Southernmost Beach Resort delivers on all fronts. Guesthouse patrons can soak up the sun at one of the four heated pools, enjoy exclusive access to a private beach, and explore the well-groomed paths and hammock grove of the West Lawn overlooking the Atlantic. 

The Pineapple Pool, located in a welcoming courtyard surrounded by the newly renovated hotel exterior, offers a serene yet entertaining setting. Enjoy daily afternoon activities such as tequila tasting, mojito making, and sommelier training. 

© Southernmost Pineapple Pool Bar

The Shores Pool on the other hand, provides popping day-time vibes with stunning views of the Atlantic and South Beach. Prepare to get wet and wild at this pool as the DJ is bumping tunes from high noon to sunset, while splash pong is going off by the bar. Cabanas and towel service is offered here.

Don’t be surprised if you’re sharing a lounge chair with a chicken or rooster either. This is where the cluck clans hang. 

If you’re looking for a more relaxing setting, head to the Tranquility Pool. Nestled in a lush garden oasis, this pool is perfect for those seeking a peaceful retreat amid the Key West heat.

The Southernmost Spa offers a suite of exclusive services, including massages such as Deep Tissue, Hot Stone, and the signature Tropical Retreat by talented estheticians and massage therapists using high-quality, professional product lines. We personally engaged in the Hot Stone Massage and it did not disappoint.

And the well-equipped fitness center and outdoor yoga classes provide everything needed to stay motivated and achieve fitness goals during your stay.

Culinary Delights

Southernmost Beach Resort also boasts a variety of dining options that cater to every taste. The Southernmost Beach Café serves up local flavors and boat-to-table freshness with a unique twist, blending Caribbean and classic Americana cuisine. You can’t go wrong with the daily catch or classic conch fritters. And of course, save room for the Key Lime Pie! 

The Pineapple Bar offers an extensive list of beers and wines, as well as signature cocktails like the Pineapple Caipirinha. The Shores Bar, with its stunning views of the Atlantic and South Beach, is the perfect place to enjoy light bites and American staples. 

© Southernmost Parlour Bar, Avalon

The Parlour at Avalon, Southernmost’s newest hotspot, features a craft cocktail bar and one of the best people-watching porches in Key West. The Victorian style is reminiscent of days gone by, and adds to the allure of Avalon’s 1885 inception. 

Guests can also explore Key West’s attractions, such as snapping a picture at America’s Southernmost Point (only a block away from the hotel), grabbing a local brew at the famed watering holes along Duval Street (General Horseplay is a MUST!), and taking in an epic sunset from Mallory Square.

Southernmost Beach Resort as the Premier Island Getaway

At the end of Duval Street where Old Town meets the Atlantic, SoMo stands as an award-winning resort offering a blend of contemporary accommodations inspired by tropical surroundings and the resort’s storied past. From the lovingly restored Victorian homes to the well-maintained mid-century modern architecture, guests will find historical charm and modern facilities at every turn.

Whether seeking relaxation or adventure, Southernmost Beach Resort provides the perfect backdrop for a luxurious retreat in one of Florida’s most sought-after locales.