Best Florida Weekend Getaways

I love how Florida offers the best mix of coastal towns, vibrant cities, and peaceful natural escapes. It feels underrated beyond the big-name theme parks, but weekend getaways here always reveal hidden gems worth exploring

Florida makes slipping into vacation mode feel effortless. From breezy beachside resorts to quiet, wellness-focused retreats, the Sunshine State offers a weekend escape for just about every kind of traveler.

Whether you’re dreaming of palm trees and poolside cocktails or meaningful stillness and spa time, these destinations are ready to wrap you in warmth and let the world wait.

What makes Florida weekend trips truly unique to me is their variety: you can enjoy the laid-back beauty of the Florida Keys, the cultural energy of Miami, the charm of St. Augustine, the pristine beaches along the Gulf Coast, or the natural wonders of the Everglades. Each getaway has its own personality, which makes it unforgettable.

So if you’re planning a quick escape, think about what excites you most: beaches, nightlife, history, or outdoor adventure. For me, Florida’s weekend getaways are some of the best and most unique in the U.S. that deliver sunshine and lasting memories.

Best Florida Weekend Getaways:

Key Largo Waters & Bungalow Retreat

I found Key Largo Waters & Bungalow Retreat to be a place where time seemed to slow down, giving me the space to fully enjoy the peaceful surroundings.

I loved how the property was set right along the water, so I could step out of my bungalow and instantly feel the salty breeze and see the turquoise waves.

My bungalow felt private and comfortable, with breezy décor, soft linens, and a hammock right outside—I spent hours swaying there, watching the sun dip into the horizon.

I thought the retreat offered a truly romantic setting, perfect for unwinding with someone special or simply treating myself to a calm escape.

I could kayak straight from the dock, snorkel in the crystal-clear waters, or simply relax on the loungers with a book in hand.

What struck me most was the intimate size of the retreat, which meant fewer guests and more personalized touches—it felt like a hidden gem compared to larger resorts nearby.

I especially enjoyed evenings under the string lights, with cocktails in hand and the sound of the waves setting the rhythm of the night.

I thought mornings were just as magical, with coffee on my porch as the sun rose over the ocean, filling the sky with pink and gold.

I appreciated that the retreat combined rustic charm with thoughtful amenities, creating the right balance between comfort and authenticity.

For me, Key Largo Waters & Bungalow Retreat felt like the best way to experience the Keys—intimate, tranquil, and full of moments I’ll never forget.

To book, check availability or prices for Bungalows Key Largo.

Hollywood Beach Energy & Margaritaville Escape

We drove about 40 minutes north from Miami, following the coastline until the pastel towers of Hollywood Beach came into view. The moment we reached the Broadwalk, with its wide stretch of beach on one side and shops and cafes on the other, I felt the pulse of a lively seaside town.

For this visit, I wanted to split the day: enjoy the sand and surf, wander along the Broadwalk on foot, and spend the evening unwinding at Margaritaville Hollywood Beach Resort.

I discovered Margaritaville Hollywood Beach Resort as a place that felt both lively and laid-back, right on the Broadwalk with endless ocean views at my doorstep.

I loved that I could step outside and instantly be part of the action—bikes cruising by, music floating through the air, and the beach just steps away.

My room was bright and cheerful, with coastal-inspired décor, a plush bed, and a balcony where I spent mornings sipping coffee while watching the waves roll in.

I thought the pool area was my favorite spot, with its tropical vibe, cabanas, and the sound of steel drums creating a fun atmosphere that made it feel like a constant celebration.

I enjoyed the variety of dining options—from casual bites at the pool bar to fresh seafood at JWB Prime Steak and Seafood, each meal felt like part of the experience.

I also appreciated the rooftop spa, where I treated myself to a massage before lounging in the relaxation area overlooking the ocean.

I found evenings at Margaritaville especially magical, with live music, tiki torches, and that carefree energy that made me feel like I was truly on island time.

I thought the location couldn’t be better—it was easy to wander the Broadwalk, pop into shops, or simply stroll along the sand under the moonlight.

I felt like the resort struck the perfect balance between fun and relaxation, giving me everything I needed without ever leaving the property.

For me, Margaritaville Hollywood Beach Resort was an awesome escape that blended energy, comfort, and the spirit of the beach into one unforgettable stay.

To book, check availability or prices for Margaritaville Hollywood Beach Resort.

St. Augustine History & Bayfront Grace

We drove about an hour north from Daytona Beach, following the coastal highway until the towers of the Castillo de San Marcos appeared across the Matanzas Bay. The moment we crossed into St. Augustine’s old streets, lined with coquina walls and oak trees dripping with Spanish moss, I felt like we had stepped back in time.

For this trip, I wanted to experience both sides of the city: the centuries-old history in its plazas and fortresses, and the quiet comfort of a, inn where we could end the day.

I found Bayfront Westcott House in St. Augustine to be one of those places that instantly makes you feel at home the moment you arrive.

I loved that this charming bed and breakfast sits right on the bay, so I could enjoy peaceful water views from the porch while sipping my morning coffee.

My room felt cozy and elegant, with vintage-inspired décor, a whirlpool tub, and a balcony that gave me the perfect spot to watch the sailboats drift by.

I thought the hospitality here was truly the best, with thoughtful touches like complimentary evening socials, wine, and delicious homemade breakfasts that made every morning special.

I appreciated how intimate the inn felt, with only a handful of rooms, which gave me a sense of privacy and quiet that larger hotels simply don’t offer.

I found it easy to walk to all of the historic sites, charming shops, and cobblestone streets of downtown St. Augustine—it felt like I was right in the heart of history.

I especially loved winding down in the evening with a glass of wine on the veranda, the lanterns glowing, and the water sparkling in the background—it was truly romantic.

I thought the staff went above and beyond to make sure I felt cared for, offering local recommendations and warm conversation that made my stay memorable.

I enjoyed that every detail, from the antique furnishings to the welcoming atmosphere, reflected the inn’s history while still providing modern comforts.

For me, Bayfront Westcott House was a hidden gem in St. Augustine—intimate, welcoming, and unforgettable.

To book, check availability or prices for Bayfront Westcott House.

Key West Sunsets & Perry Hotel Key West

We drove down the Overseas Highway from Miami, a trip that stretched nearly four hours but felt shorter with every bridge and view of turquoise water. By the time we reached Key West, the southernmost city in the U.S., I felt the world had slowed into island time.

For this trip, I chose to make each night different: Perry Hotel on Stock Island for marina calm, The Marker Waterfront Resort in Old Town for energy, Ibis Bay Beach Resort for retro fun, and finally Havana Cabana for a colorful, Cuban-inspired close. Each night gave me a new lens on Key West.

I loved that I could watch boats glide in and out of the marina while lounging by one of the two inviting pools at Perry Hotel Key West, each with its own vibe, sunbeds, cabanas, and even a quieter free-form option for peaceful relaxation.

I thought the hotel's setting was a hidden gem, just a short drive—or free shuttle ride—away from downtown Key West, letting me escape the hustle and bustle without feeling isolated.

I especially appreciated how my room blended contemporary style with rustic touches—from plush pillow-top mattresses to unique wood-paneled headboards, and even an open-air outdoor shower in select rooms—that felt refreshingly authentic.

I found the amenities to be top-notch: two dockside restaurants serving sea-to-table fare, a convenience boutique, a 24-hour gym, and even marina access for boating, fishing, scuba diving, or kayaking adventures.

I thought the convenience of the complimentary shuttle into Old Town was the best way to enjoy Key West’s historic charm without the parking headaches of downtown.

I loved the atmosphere—the clean, well-maintained pools and the attentive staff made every part of my stay feel effortless and welcoming.

I found it thoughtful that some rooms featured oversized balconies with marina or park views, creating the perfect spot to sip my morning coffee or unwind at sunset.

I thought Perry Hotel Key West struck that rare, perfect balance between activity and tranquility—whether I was lounging on property or heading out to explore, it always felt like the right kind of getaway.

For me, Perry Hotel Key West was a most memorable escape—stylish, convenient, and full of thoughtful details that made every moment feel relaxed yet refined.

To book, check availability or prices for Perry Hotel.

The Marker Waterfront Resort, Key West

The next evening, checking into The Marker Waterfront Resort, I found it to be a place where island luxury meets relaxed coastal charm, set right in the heart of the historic seaport district.

I loved that I could step out of the resort and instantly be surrounded by lively marinas, waterfront restaurants, and the vibrant energy of Old Town, all just a short stroll away.

My room felt spacious and modern, with crisp white linens, tropical-inspired accents, and a private balcony that gave me the perfect spot to enjoy the warm Key West breeze.

I thought the pool area was my favorite feature—three sparkling pools tucked into lush gardens, with plenty of loungers and a laid-back vibe that made it easy to spend entire afternoons there.

I enjoyed sipping cocktails at the poolside bar, where the tropical drinks and friendly atmosphere made it feel like a mini oasis in the middle of town.

I appreciated how the resort balanced sophistication with comfort—everything felt stylish, but never too formal, which matched the easygoing spirit of Key West perfectly.

I especially loved the location, since I could wander to Mallory Square for sunset, hop on a boat tour, or explore the island’s quirky shops without needing to drive.

I thought the staff added to the experience with warm service and thoughtful touches, always ready with local tips and genuine smiles.

I found it to be a romantic yet versatile spot, ideal whether I was looking to relax poolside or dive into the buzz of Duval Street nearby.

For me, The Marker Waterfront Resort was an amazing stay—stylish, convenient, and full of those little moments that make a Key West trip unforgettable.

To book, check availability or prices for The Marker Waterfront Resort.

Ibis Bay Beach Resort, Key West

For my third night, I chose Ibis Bay Beach Resort, and as soon as I stepped into the brightly painted courtyard, I thought, “This is Old Key West fun.”

The hotel was colorful, quirky, and laid-back spot that felt instantly fun the moment I arrived.

I loved the retro island vibe, with its bright murals, vintage touches, and cheerful décor that gave the whole property a personality unlike anywhere else I’ve stayed.

My room felt playful and inviting, with bold pops of color, comfy beds, and easy access to hammocks and Adirondack chairs scattered around the resort grounds.

I thought the waterfront location was a hidden gem, with its private little beach area where I could relax, dip my toes in the water, or just watch the pelicans swoop by.

I enjoyed grabbing fresh seafood and cocktails at The Stoned Crab, the on-site restaurant, which quickly became one of my favorite dining spots during my stay.

I appreciated that the resort offered plenty of activities—kayaks, paddleboards, jet ski rentals, and even a quirky little zoo with parrots and iguanas that added to its charm.

I especially loved evenings by the water, where I could lounge under the string lights, sip a drink, and soak in the laid-back Key West atmosphere.

I found the staff to be friendly and welcoming, always ready with a recommendation or a smile, which made the experience even more personal.

I thought the overall vibe of Ibis Bay Beach Resort was lighthearted and fun, perfect for a casual island escape without any fuss.

For me, Ibis Bay Beach Resort was an underrated getaway—colorful, easygoing, and full of little surprises that made my stay feel authentically Key West.

To book, check availability or prices for Ibis Bay Beach Resort.

Havana Cabana, Key West

On the fourth night, we checked into Havana Cabana, a vibrant, Cuban-inspired retreat that instantly transported me with its bold colors, tropical energy, and lively atmosphere.

I loved the retro touches—from the classic cars parked out front to the Latin music playing around the pool—that gave the resort such a fun and unique personality.

My room felt stylish yet comfortable, with bright accents, tiled details, and a balcony that let me enjoy the warm Key West breeze morning and night.

I thought the pool was the centerpiece and easily my favorite feature—it’s one of the largest on the island, with plenty of loungers, cabanas, and even poolside games that kept the energy high.

I enjoyed sipping mojitos and nibbling on Cuban-inspired bites from Floridita, the on-site restaurant and bar, which added to the festive vibe of the stay.

I appreciated the little extras like poolside smoothies, food trucks, and the cheerful staff who made everything feel welcoming and fun.

I especially loved evenings when the property came alive with string lights, laughter, and the relaxed yet social spirit that made connecting with other travelers so easy.

I found the location convenient too—just a short shuttle ride to Old Town, so I could dive into the buzz of Duval Street but still return to a peaceful retreat afterward.

I thought the overall atmosphere blended relaxation and liveliness perfectly, giving me the option to kick back or jump into the fun whenever I wanted.

For me, Havana Cabana was an awesome Key West escape—colorful, energetic, and unforgettable.

To book, check availability or prices for Havana Cabana.

Casa Grandview Charm & West Palm Ease

We drove just over an hour north from Miami, leaving the high-rises behind as palm-lined streets welcomed us into West Palm Beach. By the time we pulled up to Casa Grandview, I felt like we had arrived somewhere personal, more like a home than a hotel.

This boutique hideaway felt both historic and welcoming, with a touch of Old Florida charm in every corner.

I loved that the property blended Mediterranean-style architecture with tropical gardens, creating a peaceful oasis that felt far away from the city even though I was close to everything.

My room felt elegant and cozy, with vintage furnishings, crisp linens, and thoughtful touches that made it feel more like staying in a gracious home than a typical hotel.

I thought the pool area was my favorite feature, surrounded by palm trees and lush greenery, giving me the perfect spot to relax under the sun with a book or a cocktail in hand.

I enjoyed the gourmet breakfasts served each morning, with fresh, locally sourced ingredients that started my day on such a delicious note.

I appreciated the warm hospitality of the owners, who made me feel like part of the family and offered plenty of tips on exploring West Palm Beach like a local.

I especially loved the location—just minutes from Clematis Street, Norton Museum of Art, and the Intracoastal Waterway—so I could easily mix cultural outings with beach time.

I found the atmosphere to be intimate and romantic, with cozy nooks and candlelit spaces that made every evening feel special.

I thought the blend of historic charm and modern comfort made the property stand out, offering both character and convenience in one place.

For me, Casa Grandview was a hidden gem in West Palm—beautiful, personal, and unforgettable.

To book, check availability or prices for Casa Grandview.

Unwinding at PGA National Resort & Spa - 1 hour 15 minutes from Miami, Florida

We drove about 20 minutes north from Palm Beach, leaving the coastline behind as wide boulevards and tall palms guided us inland. When we pulled into PGA National Resort, I felt like we had entered a place designed for both relaxation and sport.

PGA National Resort & Spa is a sophisticated destination that perfectly blends luxury, recreation, and relaxation in one unforgettable setting.

I loved that the property is world-renowned for its championship golf courses, and even though I’m not a pro, I felt inspired just being surrounded by the lush fairways and the buzz of golfers from around the world.

My room felt sleek and modern, with comfortable furnishings, fresh décor, and a balcony that looked out over the sprawling resort grounds.

I thought the pool area was absolutely one of the best I’ve experienced—expansive, stylish, and complete with cabanas and attentive service that made lounging an all-day affair.

I enjoyed exploring the spa, where treatments were tailored for pure relaxation, and I especially loved the Waters of the World pools, infused with healing minerals from around the globe.

I appreciated the variety of dining options, from casual bites to fine dining, each one bringing a unique flavor that elevated the overall experience.

I especially loved the resort’s atmosphere—it balanced energy and tranquility so well, whether I was watching a tournament, enjoying a cocktail, or simply unwinding by the water.

I found the location convenient, set in Palm Beach Gardens, giving me easy access to both the beaches and the cultural highlights of the area.

I thought the staff’s professionalism and warm service added so much, making the large resort feel personal and welcoming at every turn.

For me, PGA National Resort & Spa was an amazing getaway—elevated, relaxing, and full of experiences that I’ll remember long after I left.

To book, check availability or prices for PGA National Resort.

Palm Harbor Pines & Innisbrook Calm

We drove about 40 minutes northwest from Tampa, winding past quiet neighborhoods shaded by tall pines until we reached Palm Harbor. The moment we pulled into Innisbrook Resort, with its sprawling grounds and moss-draped oaks, I felt like we had found a retreat tucked away from Florida’s busier coasts.

Innisbrook Resort in Florida is a sprawling retreat that combines world-class golf, relaxing pools, and plenty of family-friendly activities in one beautiful setting.

I loved that the property is home to the famous Copperhead Course, where PGA tournaments are played, and even just walking the greens made me feel part of something special.

My suite felt more like a condo than a hotel room, with spacious living areas, a full kitchen, and a balcony that overlooked the resort’s lush, tree-filled grounds.

I thought the Loch Ness pool complex was my favorite spot, with its water slides, sandy beach area, and plenty of loungers that made it fun for both kids and adults.

I enjoyed the wide variety of dining options—from casual poolside bites to upscale meals—each one adding a different flavor to the stay.

I appreciated that the resort offered so much more than golf: tennis, a full-service spa, fitness center, and even nature trails gave me plenty of ways to relax or stay active.

I especially loved the peaceful feel of the property, tucked away in Palm Harbor, yet still close enough to explore nearby beaches and the attractions of the Tampa Bay area.

I found the staff to be warm and attentive, always ready with a smile or helpful suggestion to make the experience even smoother.

I thought the blend of recreation and relaxation made the resort a perfect balance—whether I wanted adventure, rest, or family time, it was all right there.

For me, Innisbrook Resort was a favorite Florida getaway—spacious, inviting, and full of memorable moments.

To book, check availability or prices for Innisbrook Resort.

Why I Keep Coming Back

Each of these getaways gave me something different, rest, perspective, or just a little more sun. That’s the thing about Florida: it meets you where you are, then offers a softer place to land. These short escapes linger long after you’ve left, reminding you what it feels like to truly unplug.

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