Presidents’ Day weekend getaways in Florida 2027 offer the perfect escape when you’re craving sunshine, beaches, and a break from the winter blues. Imagine trading snow shovels for flip-flops as you head to the Sunshine State for a long weekend that falls on Monday, February 15, 2027. That’s right—Presidents’ Day lands mid-month, giving you three glorious days (or more if you sneak in Friday) to soak up Florida’s mild February weather, which typically hovers in the 70s and low 80s with plenty of sunshine and lower humidity than summer.
Why choose Presidents’ Day weekend getaways in Florida 2027? It’s that sweet spot before spring break crowds descend, meaning fewer lines, better hotel deals, and a more relaxed vibe. Whether you’re a family looking for adventure, a couple seeking romance, or solo travelers wanting relaxation, Florida delivers. From pristine Gulf Coast beaches to vibrant Keys adventures and historic northern towns, the options feel endless. Let’s dive into why this holiday weekend is prime time for your next trip and explore the top spots that make Presidents’ Day weekend getaways in Florida 2027 unforgettable.
Why Presidents’ Day Weekend Getaways in Florida 2027 Are Ideal
February in Florida feels like a gentle hug from the sun. Average highs reach around 75-80°F across most areas, with lows in the 60s—perfect for outdoor activities without the oppressive summer heat or hurricane risks. Presidents’ Day weekend getaways in Florida 2027 let you enjoy this pleasant weather while many northern states battle cold snaps.
The long weekend means more time to unwind. Fly in Thursday night or Friday morning, and you’ve got four days to explore. Crowds are manageable compared to peak season, and many resorts offer Presidents’ Day packages with discounts or perks. Plus, events like arts festivals, boat shows, or local celebrations often pop up around this time, adding extra flavor to your trip.
Think of it like this: Presidents’ Day honors leadership and history, and Florida’s diverse landscapes—from colonial St. Augustine to modern Miami—let you connect with America’s past while creating your own memorable moments.
Top Destinations for Presidents’ Day Weekend Getaways in Florida 2027
1. Key West: Island Paradise for Relaxation and Adventure
If you’re dreaming of turquoise waters and laid-back island life, Key West tops the list for Presidents’ Day weekend getaways in Florida 2027. This southernmost point feels like a Caribbean escape without leaving the U.S.
Stroll Duval Street for people-watching, fresh seafood, and sunset celebrations at Mallory Square. Dive into the water for snorkeling or kayaking—February seas are calm and clear. Visit the Ernest Hemingway Home or take a sunset sail. The vibe is chill, with fewer crowds than summer.
Accommodations range from boutique inns to resorts like The Marker Key West. Book early, as this spot fills up for holiday weekends.
2. Miami and Miami Beach: Vibrant Energy and Beach Bliss
For those who love city buzz mixed with ocean views, Miami shines during Presidents’ Day weekend getaways in Florida 2027. Art Deco architecture, Wynwood’s street art, and South Beach’s iconic shores await.
Spend days lounging on white sands or exploring Little Havana for Cuban coffee and cigars. Nightlife pulses with rooftop bars and live music. Events like boat shows or arts festivals sometimes align with the weekend, adding excitement.
Stay oceanfront for sunrise walks. It’s energetic yet accessible—perfect if you want culture alongside relaxation.
3. Anna Maria Island and Siesta Key: Quiet Gulf Coast Gems
Craving uncrowded beaches? Head to Anna Maria Island or Siesta Key for serene Presidents’ Day weekend getaways in Florida 2027. These spots boast powdery quartz sand and calm Gulf waters.
Rent bikes to explore quaint towns, spot dolphins on boat tours, or simply lounge with a book. Siesta Key’s beach often ranks among the world’s best—soft, white, and never too packed in February.
Family-friendly with great seafood spots. It’s like finding a hidden pocket of paradise where time slows down.
4. St. Augustine: History Meets Coastal Charm
Step back in time with a visit to America’s oldest city. St. Augustine offers rich history for Presidents’ Day weekend getaways in Florida 2027—think cobblestone streets, the Castillo de San Marcos fort, and Fountain of Youth stories.
Walk the historic district, enjoy fresh seafood, and relax on nearby beaches. February’s mild temps make outdoor exploration comfortable. It’s educational and romantic—a great mix for couples or families.
5. Orlando and Central Florida: Theme Parks and Nature
Orlando isn’t just for kids during Presidents’ Day weekend getaways in Florida 2027. Theme parks like Disney and Universal offer special events, but crowds are lighter than summer.
Escape to nearby springs for kayaking or manatee spotting in Crystal River. Or relax at resorts with pools and spas. It’s versatile—mix thrills with nature.
6. The Palm Beaches and Fort Lauderdale: Luxury and Laid-Back Vibes
Palm Beach offers upscale shopping and beaches, while Fort Lauderdale’s canals earn it the “Venice of America” nickname. Presidents’ Day weekend getaways in Florida 2027 here mean yacht spotting, arts festivals, and beach days.
Explore Everglades nearby or enjoy fine dining. It’s sophisticated yet approachable.
7. Clearwater Beach and Tampa Bay Area: Dolphin Spotting and Sunsets
Clearwater’s sugar-sand beaches and Pier 60 sunsets make it a winner. Watch dolphins, visit aquariums, or relax. Tampa adds culture with museums and food scenes.

Planning Tips for Presidents’ Day Weekend Getaways in Florida 2027
Book flights and hotels early—demand spikes for the long weekend. Rent a car for flexibility. Pack layers for cooler evenings. Check for events like arts festivals.
Stay hydrated, use sunscreen, and embrace the slower pace.
Conclusion
Presidents’ Day weekend getaways in Florida 2027 promise sunshine, adventure, and relaxation in one of America’s favorite playgrounds. From Key West’s islands to St. Augustine’s history and Gulf Coast serenity, there’s something for everyone. Whether recharging solo, bonding with family, or sparking romance, Florida delivers. Don’t wait—start planning your escape to warmer shores. Your perfect Presidents’ Day weekend awaits!
Here are three high-authority external links for more inspiration:
- Learn more about Florida’s official tourism site for statewide ideas.
- Check Tripadvisor’s Florida attractions for reviews.
- Explore National Park Service Florida sites for natural escapes.
FAQs About Presidents’ Day Weekend Getaways in Florida 2027
What is the exact date for Presidents’ Day weekend in 2027?
Presidents’ Day falls on Monday, February 15, 2027, creating a three-day weekend ideal for Presidents’ Day weekend getaways in Florida 2027.
Is February a good time for beach activities during Presidents’ Day weekend getaways in Florida 2027?
Yes—water temps are comfortable for wading or light swimming, and weather is sunny with highs in the 70s-80s.
Are there special events during Presidents’ Day weekend getaways in Florida 2027?
Many areas host arts festivals, boat shows, or local celebrations—check specific destinations closer to the date.
How crowded are Florida destinations during Presidents’ Day weekend getaways in Florida 2027?
Less than peak spring break season, but popular spots book up—reserve accommodations early.
What should I pack for Presidents’ Day weekend getaways in Florida 2027?
Light clothing, swimsuit, sunscreen, light jacket for evenings, and comfortable shoes for exploring.



