Best Florida Weekend Getaways
Searching for the best Florida weekend getaways? Well, you are in the right place because for a local, Florida getaways are such a treat! Within just a few hours’ drive, I can trade busy routines for coastal bliss, vibrant city life, or laid-back natural beauty.
Deciding where to stay is part of the fun for me, from luxury beachfront resorts to cozy seaside cottages. Here are some of the most unique getaways in The Sunshine State that I have personally vetted, and I hope you’ll also love on your next 48-hour weekend getaway.
- -- Best Romantic Weekend Getaways in Florida
- Ocean Key Resort and Spa
- Casa Grandview
- Night Swan Intracoastal Bed and Breakfast
- -- Best Family Weekend Getaways in Florida
- Margaritaville Hollywood Beach Resort
- Perry Hotel Key West
- The Marker Waterfront Resort
- -- Best Solo Weekend in Florida
- Havana Cabana
Best Romantic Weekend Getaways in Florida
Some of my favorite Florida stays have been at romantic hotels and inns that offer a unique atmosphere that was easy to return to at the end of the day. Here are my top 3 favorite romantic getaways and I hope you will enjoy them too.
1. Ocean Key Resort and Spa, Key West - 3 hours 25 minutes from Miami
I thought that this place was one of the best romantic beach getaways in Florida, and honestly, it feels like one of the most underrated romantic escapes in the U.S. Why? First off, I love how it blends tropical relaxation with many things to do close to the lively Duval Street in Key West.
In addition, our cozy suite for two days opened up to spectacular ocean views which I adored! I was able to deeply relax on my weekend, with breezes flowing through our balcony, and I thought this was one of my favorite island vacations in the USA.
One of my favorite moments was dinner at Hot Tin Roof, the resort’s restaurant. We had amazing fresh seafood but what really stood out was the dreamy sunset while we were dining!
Later, Chris and I walked along the pier and watched the famous Key West sunset celebration. I thought it was absolutely awesome to street performers entertaining the crowd.
The Ocean Key Resort spa was another highlight for me, especially my relaxing 60-minute classical massage which I booked shortly after we checked in.
We spent lots of time exploring Key West , including historical sites like the Hemingway Home and Fort Zachary Taylor, as well as natural attractions (Dry Tortugas National Park and the amazing Key West Butterfly and Nature Conservatory!). I loved riding the Old Town Trolley to explore all the different neighborhoods without having to walk a lot.
I also loved that Key West is such a cool destination for foodies. In addition to the resort restaurant, we also ate at Two Friends Patio Restaurant for lunch where I loved their old-school American menu and live music (you can check the schedule online to see who will be playing ahead of time).
Check prices and availability at Ocean Key Resort and Spa
What I loved best:
Spending an afternoon by the pool, and listening to music was very relaxing and my favorite highlight!
2. Casa Grandview - 1 hour 10 minutes north from Miami
If you’re dreaming of a warm-weather getaway without sacrificing comfort, this resort delivers at every turn, and it quickly became one of my favorite weekend getaways from Miami when Chris and I moved to the South.
We loved how this 3-star boutique hideaway in West Palm Beach, FL felt both historic and welcoming, with a touch of Old Florida charm in every corner.
I was wowed by the way the property blended Mediterranean-style architecture with stunning tropical gardens, creating a peaceful oasis that felt far away from the city even though I was so close to everything.
My room at Casa Grandview for an easy-going 3-day long weekend was 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.
The pool area was our favorite feature, surrounded by palm trees and lush greenery, giving me the perfect spot to relax for hours at a time.
I especially loved the location near so much to see and do in West Palm Beach, including cultural experiences at the Norton Museum of Art and live music on Clematis Street. My other highlights included exploring outdoor attractions such as the Mounts Botanical Garden and Manatee Lagoon, relaxing at Peanut Island, and a fun afternoon at Rapids Water Park (South Florida's largest!).
To book, check availability or prices for the 3-star Casa Grandview.
What I loved best:
The gourmet breakfasts was my favorite highlight, served each morning, with fresh, locally sourced ingredients that started my day on such a delicious note.
3. Night Swan Intracoastal Bed and Breakfast - 3 hours 45 minutes from Miami, Florida
This waterfront B&B, nestled right in New Smyrna Beach, is one of my go-to spots when I want a mix of romance, nature, relaxation, and small-town charm. I love how this inn, set in two beautifully restored 1900s homes along the Indian River, combines the warmth of a traditional bed and breakfast with a great coastal location in Florida.
When I walked up to the wraparound porch and caught sight of the sailboats drifting by, I knew this was a hidden gem perfect for a romantic escape - I was completely won me over.
My room for two days was cozy, welcoming, and full of personality. I especially loved the blend of antique furnishings and modern touches like our plush bed, hardwood floors, and large windows that framed stunning water views.
Breakfast at the Night Swan was another highlight for us. Served on the porch (or you can head to the sunny dining room), the morning meal was hearty and homemade!
I think the location is ideal, close to New Smyrna’s lively downtown, yet tucked away enough to feel serene and private.
You won't be bored on this trip since you can explore Smyrna Dunes Park for 2 hours, take an eco-tour on the Indian River Lagoon with the Marine Discovery Center, discover history at the Ponce de Leon Inlet Lighthouse & Museum and the Canal Street Historic District.
To book, check availability or prices for the 3-star Night Swan .
What I loved best:
My favorite detail was the private balcony, where I could sit with a glass of wine at sunset... It felt magical and deeply personal, my favorite highlight!
Best Family Weekend Getaways in Florida
I love traveling together as a family, and have collected some of my favorite hotels and resorts in Florida over the years that I would love to share with you here.
4. Margaritaville Hollywood Beach Resort - 40 minutes north from Miami
This resort is all about sunshine, ocean views, and effortless family fun, and it’s one of the best beachfront spots I’ve experienced in South Florida (though perhaps I was a little biased because I celebrated a great birthday here!).
I fell for this place because it was so easy to stay active with my husband and son, and relax once we got tired. I loved the resort's location on the Broadwalk with great ocean views constantly reminding us of the beautiful natural surroundings.
I loved that we could step outside and instantly be part of the action with bikes cruising by, music floating through the air, and the beach just steps away.
Our room (Paradise Ocean Front 2 Queens) for two cozy days had coastal-inspired décor, two plush bed, and a balcony where Chris and I spent mornings sipping coffee while watching the waves roll in before our son woke up.
The pool area was my favorite spot for resetting on our weekend getaway in Florida. We booked a cabana for more privacy and enjoyed a fun atmosphere late into the day.
I enjoyed the variety of dining options—from casual bites at the pool bar to fresh seafood at JWB Prime Steak and Seafood.
To book, check availability or prices for the 4-star Margaritaville Hollywood Beach Resort.
What I loved best:
Visiting the tropical St. Somewhere Spa at the resort was my personal highlight because I could relax in the steam room after my 60-minute massage.
5. Perry Hotel Key West
Perched along a working marina, this is one of the most refreshing places we’ve stayed on a family getaway in Key West.
I thought the hotel's setting was a hidden gem, just a short drive (or free shuttle ride if you prefer) from downtown Key West, letting us escape the hustle and bustle quickly without feeling isolated.
I loved that I could watch boats glide in and out of the marina while lounging next to one of the two inviting pools. In fact, we found it fun that each pool had its own vibe, with sunbeds, cabanas, and even a quieter free-form option for peaceful relaxation (Chris and I took advantage of this hidden spot!).
I especially appreciated how our room (Perry Double Queen) for a blissful 3-day weekend blended contemporary style with rustic touches, which made it warm an cozy for those nice afternoon naps. Both beds had plush pillow-top mattresses and unique wood-paneled headboards. Our room had an open-air outdoor shower which was my favorite feature! You can trust that this hotel is special because it's among the few Florida Keys properties to have received a MICHELIN Key!
In addition to the cozy room, I found the amenities to be top-notch: two dockside restaurants serving sea-to-table fare, a convenience boutique, and a 24-hour gym where I went for an invigorating 45-minute workout both days. There's even marina access for boating, fishing, scuba diving, and kayaking adventures so I can see myself returning for a week-long vacation soon!
To book, check availability or prices for the 4-star Perry Hotel.
What I loved best:
My highlight was being able to take the complimentary shuttle into Old Town when we were in the mood for exploring beyond the hotel. It was the best way to enjoy Key West’s historic center without the parking headaches of downtown.
6. The Marker Waterfront Resort, Key West
Ready for a fresh, coastal-feeling retreat? The Marker is a standout! Checking into this resort for two relaxing days with my husband and son, I found it luxurious and coastal-relaxing, 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 Old Town.
Our room for two days was spacious, modern, tropical-inspired accents, and a private balcony.
I thought The Marker Waterfront Resort staff added to the experience with warm service and always ready with local tips and genuine smiles.
To book, check availability or prices for the 4-star The Marker Waterfront Resort.
What I loved best:
My personal highlight was enjoying a relaxing time by the pool - there are three to choose from !
Best Solo Weekend in Florida
When I'm in the mood for some solo rest and relaxation, Florida delivers, and since I moved to the South, getting here is easier than ever! If you are craving a weekend all to yourself, this is what I suggest:
7. Havana Cabana, Key West
This resort, tucked along the waterfront, is one of my go-to spots when I want a mix of tropical flair, poolside relaxation, and upbeat vacation energy.
Right from the start, I was a big fan of this Cuban-inspired retreat that instantly charmed me with its bold colors and fun tropical energy.
I adored all of its retro touches, from the classic cars parked out front to the Latin music playing around the pool!
My room for two days felt stylish, comfortable, with bright accents, tiled details, and a balcony that let me enjoy the warm Key West all day long.
I enjoyed sipping mojitos and nibbling on Cuban-inspired bites from Floridita, the on-site restaurant and bar!
I especially loved evenings when the property came alive with string lights, laughter, and the social spirit that made connecting with other travelers so easy on my weekend getaway.
To book, check availability or prices for the 4-star Havana Cabana.
What I loved best:
For me, Havana Cabana is one of the best spots for a unique weekend getaway in Florida, and I can vouch for its fun energy and delightful uniqueness!
The pool was my favorite feature and I spent the most of my time here...it’s one of the largest on the island, with plenty of loungers, cabanas, and even poolside games if the mood strikes.
In addition, I appreciated the little extras like poolside smoothies, food trucks, and the cheerful staff who made everything feel welcoming.
Booking Checklist
1. Book Your Flight - I use Expedia because I like their mobile app with my itinerary. They've helped me re-book flights on many occasions. Once you reach their Gold tier, support is especially good.
2. Book Your Hotel - I use Booking.com or Expedia, depending on my destination.
3. Book Your Rental Car - I use Expedia.
4. Book your tours on Viator or Get Your Guide.
5. If you are planning to visit more than three national parks in the next 12 months, buy the America the Beautiful Pass.
