Looking to savor the last days of summer in a tropical paradise? This Labor Day weekend, elevate your holiday with an unforgettable getaway to one of these vibrant destinations. Whether you’re yearning for the sun-kissed shores of Key West, the laid-back luxury of the Florida Keys, or the timeless charm of Nassau, we’ve curated the perfect spots to bid farewell to summer. From celebrating the legacy of Jimmy Buffett in Key West to indulging in the artsy vibe of Fort Lauderdale or escaping to the pristine beaches of the Bahamas, there’s a tropical retreat waiting just for you. Dive into our top picks for Labor Day 2024 and make your end-of-summer escape one to remember!
Celebrate Jimmy Buffet and Brewfest at Southernmost Beach Resort | Key West, FL
Those craving a Labor Day escape to the Caribbean, but don’t want to venture too far can hop on a quick one hour flight or drive along the Overseas Highway to Southernmost Beach Resort in Key West – the perfect domestic island escape. For the first time this year, the island will be commemorating music icon Jimmy Buffett with a city-wide “Just A Few Friends Key West Favorite Son Celebration” set to take place this Labor Day weekend. Parrotheads near and far are invited to join for a weekend filled with themed events, contests, dinners and performances all in honor of Buffet’s legacy. Guests staying at Southernmost will get a front row seat to all the celebrations, including the first ever Cheeseburger Beach Battle where guests can experience some of the best cheeseburgers the island has to offer and vote to crown the best burger in Key West. And live on Southernmost’s beach, the national touring tribute band “Buffett’s Margaritaville – Legendary Tribute to Jimmy Buffett ” will perform a welcome concert for guests.
Labor Day Fun at Hyatt Centric Las Olas | Fort Lauderdale, FL
For a sunny escape with an artsy edge this Labor Day Weekend, opt for a visit to the vibrant city of Fort Lauderdale, a laid-back alternative to the hustle and bustle of nearby Miami. Stay in the heart of the city’s spirited entertainment district at Hyatt Centric Las Olas, offering close proximity to the area’s best beaches, museums, galleries and cultural institutions, while also offering plenty of on-site amenities. Guests can head to the property’s sleek 8th floor pool and – Elev8 – where skyline views and larger than life murals await, while indulging in hand-crafted cocktails and light bites under the Florida sun. After lounging by the pool, head out to explore the best of Fort Lauderdale – kayak at Hugh Taylor Birch Park, explore the city’s creative side with a stroll through FATVillage or relax and unwind at one of the city’s eight beaches. Once the sun sets, step back in time to the roaring 1920s at the hotel’s guest room turned speakeasy, 901, which evokes pre-Prohibition vibes and features an upscale cocktail menu with playful names like ‘Smoke and Mirrors’ alongside a full gourmet menu to complement libations.
Elevate Your Labor Day Holiday at British Colonial Nassau I Bahamas
For a last-minute Labor Day weekend getaway, that puts you in prime downtown Nassau, look no further than the reimagined British Colonial Nassau. To sweeten the experience even more, the hotel has its Elevate Your Labor Day Package with up to 25% off suites. Only a 45-minute flight from Miami, Nassau’s Lynden Pindling International Airport is also accessible via direct flights daily from Orlando and other major cities. The iconic hotel is one of the island’s most historic properties and recently reopened after a 22-month closure and $50 million transformation. Amenities include a 300-foot private white-sand beach; seven dining outlets from a signature martini bar with live jazz on the weekends to a beach bar + grill; two freshwater oceanfront pools; along with non-motorized water sports like water bikes and canoeing. British Colonial Nassau is the ideal respite to bid farewell to the season in style, from unwinding and sipping handcrafted cocktails on the beach to immersing oneself in the culture of downtown Nassau, the options are limitless.
Enjoy a Quintessential Keys Weekend at Playa Largo Resort & Spa | Key Largo, FL
Bid adieu to summer this Labor Day with a quintessential Keys weekend at Playa Largo Resort & Spa complete with pop vendor markets, pool parties, live music on the beach, and fishing tournaments to close out summer. Just 60 minutes south of Miami, this luxury resort has everything guests could need and more to escape the crowds of Miami and be immersed in the laid-back Florida Keys way of life. Kick off the weekend with an oceanfront pool party complete with vibey tunes and frozen cocktails. On Saturday head down to the resort’s private beach and show off your best dance moves on the dance floor under the starry night sky with the sounds of a Latin music fiesta floating through the breeze. So pack up your swimsuits one last time and celebrate those last few days of summer Key Largo style with Playa Largo Resort & Spa.
Bahamas Bliss at Resorts World Bimini
The expansive Resorts World Bimini sits on the closest Bahamian island to the coastal U.S at only a 2-hour ferry ride, or 25-minute flight away, making it a no-brainer for South Florida locals who are looking for a quick escape to celebrate the last weekend of summer. Resorts World Bimini sits on a beachfront complex with a Hilton hotel, private marina, incredible spa, casino, 600-foot stretch lagoon pool and adult-only rooftop pool, day club, and Fisherman’s Village – an open air shopping center. With so much to do on-property, guests may never want to leave; but should they get the inkling to head to explore, all they need is to hop on a golf cart and drive the few minutes into town to enjoy the colorful island and stop at the conch shacks along the way for a sampling of conch salad and fritters.
Labor Day Your Way at W Fort Lauderdale | Fort Lauderdale, FL
Escape the Labor Day weekend crowds and head north of Miami to the ‘Venice of America’ for all the luxury with less fuss. A quick drive or Brightline train ride away, W Fort Lauderdale invites you to its sultry shores for a bespoke staycation experience that is uniquely you. Toast the summer season goodbye with a VIP Pink Paradise Barbie-core poolside experience that turns a section of W Fort Lauderdale’s pool into a monochromatic Oasis – pink Barbie-inspired box and all. Revel in a Sunday Drag Brunch with award-winning bites and an all-star performance from local queens. Have a self-care reset with the hotel’s Solo Roll Away amenity, complete with face masks, herb soaks, self-reflection cards and more. From the swoon-worthy rooftop pool with daybeds and DJs on the weekends and complimentary cruiser bikes to sunrise yoga and pampering at the AWAY spa, W Fort Lauderdale offers one-of-a-kind experiences from sunrise to sunset that will make your Labor Day weekend one for the books.
