Travel Florida The Best Girlfriend Getaways in Florida To Plan Now By Jenna Sims Jenna Sims Jenna is a Digital Editor for Southern Living and joined the team in 2014. She writes, produces, and assigns content with a focus on email growth and commerce content. She covers a range of topics in the lifestyle space from holiday gift guides to new product launches to tips for cooking with your air fryer. Southern Living's editorial guidelines Updated on August 4, 2022 Share Tweet Pin Email Trending Videos Photo: Hector Manuel Sanchez Grab your favorite pals and head to the Sunshine State for rest, relaxation, and fun in the sun, no matter the time of year. Whether you prefer relaxing on the beach, exploring historic districts, or discovering the local food scene, there's a weekend getaway the whole group will love. The hardest decision you'll have to make is which one of these Florida destinations you and your girlfriends will plan to visit first. From the shores of the Gulf to the clear waters of the Keys, here are the best girlfriend getaways in Florida to put on your bucket list this year. 01 of 13 Seaside Seaside® This charming town along Florida's Gulf Coast is the perfect place for a relaxing getaway. Spend your morning shopping in town square, your afternoon on the white sand beaches, and your evening on the rooftop patio at Bud & Alley's. Read more about the best things to do in Seaside, Florida 02 of 13 Key West Hector Manuel Sanchez Rent a bike or scooter for the perfect mode of transportation to see all the city has to offer. Make sure you enjoy chocolate-covered Key lime pie on a stick (at least once) and catch The Key West Sunset Celebration in Mallory Square. Read more about the best things to do in Key West, Florida 03 of 13 Sanibel Island Cedric Angeles Known as the Seashell Capital of the World, the beaches of Sanibel Island are perfect for those looking for souvenirs from the sea. The island also has over 25 miles of bike trails and offers nature tours throughout the year. Read more about the best things to do in Sanibel Island, Florida 04 of 13 St. Augustine Robbie Caponetto If you prefer sightseeing to laying on the beach, this historic city is full of culture and architecture to keep you entertained. In addition to its rich history, the city also has an emerging food scene and thriving culture center. Read more about the best things to do in St. Augustine, Florida 05 of 13 Anna Maria Island Jessica Sample Get a taste of island life on this barrier island where high-rise condos are absent and the average temperature during the winter season is 77. Talk about ideal. Read more about the best things to do in Anna Maria Island, Florida 06 of 13 Delray Beach Robbie Caponetto Delray Beach is about 50 miles north of Miami on Florida State Highway A1A, making it the perfect place to get a taste of cosmopolitan without quite as much hustle and bustle. Read more about the best things to do in Delray Beach, Florida 07 of 13 Sarasota Robbie Caponetto Sarasota—a fanciful town on Florida's scenic Suncoast—has easy appeal for everyone. The Resort at Longboat Key Club has its own private tract of beach and offers visitors a more full-service experience that includes chairs, umbrellas, and striped cabanas. Read more about the best things to do in Sarasota, Florida 08 of 13 Fernandina Beach csfotoimages/Getty images From the eight flags that have flown ownership over its shores to its bootlegging pirate days, Fernandina Beach is chock-full of historic gems. Downtown is home to a 52-block historic district that's dotted with Victorian-era mansions. Read more about the best things to do in Fernandina Beach, Florida 09 of 13 Pensacola Ricki Stewart With the longest stretch of federally protected seashore, Pensacola's white sand beaches and turquoise waters are hard to beat. And it's also home to the Flora-Bama, the favorite beach bar of many Southerners and home of the famed Bushwacker. Read more about the best things to do in Pensacola, Florida 10 of 13 St. Petersburg Robbie Caponetto Historic beachfront hotels and a walkable downtown make St. Petersburg ideal for enjoying the beach and the city. Make sure to visit a least one rooftop, like The Canopy at The Birchwood downtown or 360° Rooftop Lounge at The Hotel Zamora on St. Pete Beach; and expect surprises like the Sunken Gardens. Read more about the best things to do in St. Petersburg, Florida 11 of 13 Orlando SOPA Images/Getty Images Spend your days walking the streets of the Magic Kingdom with Dole Whips in hand and your nights enjoying shopping and dining at Disney Springs together. You're never too old! Read more about the best things to do in Orlando, Florida 12 of 13 Dunedin Getty/Matt English Just about 24 miles west across the Tampa Bay, Dunedin has two island state parks within its city limits: Honeymoon Island State Park and Caladesi Island State Park. Read more about the best things to do in Dunedin, Florida 13 of 13 Naples GETTY IMAGES If your ideal vacation includes casual al fresco dining and plenty of natural protected beaches and parks, Naples on Florida's Paradise Coast offers all of that and more. Read more about the best things to do in Naples, Florida Was this page helpful? Thanks for your feedback! Tell us why! Other Submit