7 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 on our recent four week road trip, 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.
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 heaps of things to do close to the famous 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.
One of my favorite moments was amazing fresh seafood at Hot Tin Roof, the resort’s restaurant. But what really stood out was the dreamy sunset while we were dining!
The 60-minute classical massage at Ocean Key Resort spa was another highlight for me.
We spent lots of time exploring Key West. There are heaps of unique things to do here. Historical sites like the Hemingway Home and Fort Zachary Taylor are totally worth your time. 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, and I recommend the same for you.
I’ll warn you though that while Key West is small, it’s easy to lose track of time, so on our first visit, we found that joining a guided tour helped us understand the history and culture while still leaving plenty of time to explore on our own.
Check prices and availability at Ocean Key Resort and Spa
What I loved best:
I loved that Key West is such a cool destination for foodies. Try the old-school American menu and live music at Two Friends Patio Restaurant (you can check the schedule online to see who will be playing ahead of time).
Casa Grandview - 1 hour 10 minutes north from Miami
If you’re dreaming of a warm-weather getaway, this resort delivers at every turn. It quickly became one of my favorite weekend getaways from Miami when Chris and I moved to the South.
My room at 3-star Casa Grandview for an easy-going 3-day long weekend was elegant. The pool area was our favorite feature. You'll love the palm trees that offer shade.
I especially loved the location near heaps to see and do in West Palm Beach. The Norton Museum of Art is most definitely worth exploring. Live music on Clematis Street is another cool vacation idea. My other highlights included exploring outdoor Mounts Botanical Garden and Manatee Lagoon, and relaxing at Peanut Island.
To book, check availability or prices for the 3-star Casa Grandview.
What I loved best:
Our fun afternoon at Rapids Water Park (South Florida's largest!).
Night Swan Intracoastal Bed and Breakfast - 3 hours 45 minutes from Miami, Florida
This waterfront B&B in New Smyrna Beach is ideal for a romantic Florida weekend getaway for couples. It's actually made up of two beautifully restored 1900s homes along the Indian River. I instantly thought our journey was worth it!
My room for two days was so welcoming, and full of personality. 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!
You won't be bored on this road trip since you can explore Smyrna Dunes Park for a couple of 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... It felt magical and deeply personal.
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.
Margaritaville Hollywood Beach Resort - 40 minutes north from Miami
This resort is all about sunshine, ocean views, and family fun. 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 also relax once we got tired. You'll love the resort's location on the Broadwalk with great ocean views.
Our room (Paradise Ocean Front 2 Queens) for two cozy days had coastal-inspired décor, and two plush bed. There was also a balcony where Chris and I spent mornings sipping coffee while watching the waves roll in before our son woke up.
If you're like me, the pool will be your favorite spot for resetting on your weekend getaway in Florida. We booked a cabana for more privacy.
I enjoyed the variety of dining options—from casual bites at the pool bar to fresh seafood at JWB Prime Steak and Seafood.
Since there is so much to take in in Hollywood, FL, we decided to join a guided tour with a local guide on our first visit which was a great idea.
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. I relaxed in the steam room after my 60-minute massage.
Perry Hotel 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. Now, first things first, 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 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!
I loved the 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.
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 as a part of a longer road trip, I found it luxurious and coastal-relaxing.
I also 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 and had a private balcony.
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:
Havana Cabana, Key West
Right from the start, I was a big fan of this Cuban-inspired retreat that instantly charmed me with its bold colors and tropical energy.
My room for two days felt stylish, comfortable, with bright accents. The balcony that let me enjoy the warm Key West all day long.
Be sure to go for Cuban-inspired bites from Floridita, the on-site restaurant!
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!
The pool was my favorite feature. You'll be happy to know 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, we've found that buying the America the Beautiful Pass is cost effective.
