12 Best Florida Weekend Getaways for Solo Travelers, Friends and Families

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Sanibel Island, off the coast of Fort Myers
Sanibel Island, off the coast of Fort Myers. Photo credit: Breeze Leonard

Whether you’re craving a beach escape, a girlfriends’ getaway, a family adventure or a solo retreat, Florida offers a weekend destination to match every travel style. From historic cities and island hideaways to vibrant nightlife and world-famous attractions, these 12 Florida weekend getaways make it easy to turn a few days into an unforgettable vacation.

Best for:

  • Luxury escapes: Marco Island and Naples
  • History lovers: St. Augustine
  • Beach lovers: Naples, Marco Island and Amelia Island
  • Water adventures: Key West and Fort Lauderdale
  • Girls’ getaways: Miami, Tampa and Naples
  • Families: Orlando, Tampa and Jacksonville
  • Art and culture: St. Petersburg
  • Foodies: Miami, Tampa and Naples
  • Romantic weekends: Naples, Amelia Island and Marco Island
  • Outdoor adventures: Key West, Everglades National Park, Fort Myers and Jacksonville

Are you ready to explore off the beaten path?  Let us inspire you!

Dive Into Key West’s Beaches, Reefs and Legendary Nightlife

Sailboat in front of sunset in Key West, Florida, a great place to visit in November
The memory of a beach sunset will keep you warm all winter. Photo credit: Cathy Bennett Kopf

Key West sits at the southernmost point of the US. Only 90 miles north of Cuba, it is one of the five islands that make up the Florida Keys. The island is known for its vibrant nightlife, stunning beaches, fascinating history and thrilling water sports.

Explore the restaurants, bars and shops along Duval Street or watch street performers in Mallory Square. Visitors can kayak through mangrove creeks or go on a dolphin watching cruise. The island offers a host of thrilling water sports including jet skiing, parasailing, or paddleboarding.

Home to the only living coral reef in the continental US, Key West is also a top snorkeling and scuba diving destination. Glide through the crystal clear waters and see stunning tropical fish on an organized snorkeling tour.

Ernest Hemingway lived in Key West and visitors will find traces of him throughout the city. Learn about the famous writer while touring the Ernest Hemingway Home and Museum, or visit one of his favorite hangouts, Sloppy Joe’s Bar.

Sun, Style and Cuban Flavor in Miami

View of the Miami skyline. Photo credit: Cathy Bennett Kopf

Exciting weekend getaways in Florida nearly always include Miami. With its glitz, glamour and sunny skies, Miami is one of Florida’s most popular cities. This multicultural city in South Florida has a little bit of everything: beaches, museums, shopping, nightlife, history and delicious Cuban cuisine.

Kickstart your weekend by shopping, dining and people-watching in South Beach. To enjoy amazing architecture, explore the amazing Art Deco Historic District or visit the Vizcaya Museum & Gardens.

Immerse yourself in nature while visiting Everglades National Park or Biscayne National Park. If you’re traveling with kids, spend a day at the Zoo Miami or visit the Miami Children’s Museum. And don’t forget to try the amazing Cuban food in Little Havana.

Step Back in Time in America’s Oldest City, St. Augustine

downtown St. Augustine.
The architecture is eye-catching in downtown St. Augustine. Photo credit: Christine Tibbetts

St. Augustine is the oldest European-founded city in the United States. Dive into the city’s rich history by visiting the iconic Castillo de San Marcos, a more than 300-year-old Spanish fortress. Other must-see historical sites include Ponce de Leon’s Fountain of Youth Archaeological Park, a fascinating museum and the Oldest Wooden Schoolhouse, which dates back to the 18th century.

Visitors can also simply wander through the city’s historic downtown and explore boutiques, art galleries, cafes and authentic European restaurants. For some outdoor adventure, take a boat tour along the Matanzas River or visit Anastasia State Park, where you’ll find sandy beaches, hiking trails and water sports rentals. This state park is also a top destination for birdwatching and fishing.

A Weekend in Orlando Packed with Family Fun

Family at the Magic Kingdom in front of Cinderellas Castle.
Our family loves visiting Walt Disney World parks! Photo credit: Kimberly Stroh

Home to a variety of theme parks and water parks, Orlando is the perfect place for families. Its most famous park is, of course, Walt Disney World. This resort is made up of four theme parks, two water parks and more than two dozen resort hotels.

Orlando is also home to SeaWorld Orlando and Universal Orlando Resort, where visitors will find The Wizarding World of Harry Potter. The Kennedy Space Center is also a popular day-trip from Orlando. Animal lovers will adore Gatorland, a theme park and wildlife preserve, home to alligators, reptiles, sea turtles, lots of bird species and a petting zoo. There are also lots of water parks just waiting to be explored. LEGOLand Florida is in nearby Winter Haven.

Beyond its theme parks, visitors can shop at Mall at Millenia or stroll through the beautiful Harry P. Leu Gardens. Kayak the Wekiva River or swim with manatees at Crystal River, about 90 minutes from Orlando. There are also plenty of beautiful beaches near Orlando, including Clearwater Beach and Daytona Beach and Cocoa Beach.

Luxury Meets Laid-Back in Naples on Florida’s Paradise Coast

With soft white sand and sparkling blue water, Naples beaches are some of the best beaches in Florida. Come to this southwest Florida destination for the beaches but stay for the tasty restaurants, beautiful nature and world-class shopping. Here, visitors will have no trouble finding beautiful beachfront resorts, perfect for a romantic getaway.

Stroll down Naples Pier and drink a glass of wine while watching the sunset. Learn about native plants while visiting the Naples Botanical Garden or enjoy a sunset cruise along the Gulf of Mexico. Naples is also a great place for foodies, with hundreds of delicious restaurants across the city.

Naples is a great base from which to explore the nearby Everglades National Park. One of the best ways to tour the Everglades is via an airboat tour, where you’ll glide through the area’s various terrains while seeing lots of local wildlife, including wild alligators.

World-Class Art Meets Award-Winning Beaches in St. Petersburg

St Petersburg Beach Sunset
Sunset on the beach at St. Petersburg, Florida. Photo credit: Kim Orlando

Located on Florida’s Gulf Coast, St. Petersburg is a great place for beach-goers and art-lovers. The city is home to The Dali Museum, showcasing the works of the famous surrealist painter. It is also home to the Museum of Fine Arts and the Mahaffey Theater.

Beach-goers can visit St. Pete Beach, Pass-a-Grille Beach and Fort De Soto Park, located on an island. St. Petersburg has a charming downtown area, filled with art galleries, boutique shops and bars. There are plenty of beautiful oceanfront restaurants and local breweries.

Riverwalk Views, Ybor Nights and Gulf Coast Adventures in Tampa

Located along Florida’s Gulf Coast, Tampa is a bustling city that appeals to all. Nestled on the west coast of Florida, this Florida destination boasts family-friendly attractions, exciting nightlife and beautiful Gulf Coast views.

To explore the downtown area, walk down the Tampa Riverwalk, a 2.6-mile-long pedestrian trail along the Hillsborough River. The historic Ybor City is also a popular neighborhood. Known for its Cuban heritage, this area has great restaurants and nightlife. The Tampa Museum of Art is a great place to enjoy the local arts scene, as is the Tampa Theatre.

For nature enthusiasts, Tampa Bay presents a wealth of outdoor activities. Go kayaking through mangrove creeks or book a sunset cruise. For a more adrenaline-fueled experience, try jet skiing, parasailing, or paddleboarding on the crystal-clear waters.

Slow Down on Amelia Island’s Historic Shoreline

We can't get enough of the sunsets at Amelia Island
Sunset, because, well, look at it. Photo credit: Amelia Island Tourist Development Council

With its laid-back atmosphere and stunning natural beauty, Amelia Island is one of the best weekend getaway destinations for those looking to relax. Located on Florida’s northeastern coast, the island belongs to a chain of barrier islands on the Atlantic coast.

The island has an amazing historic district with more than 300 Victorian-era buildings alongside boutiques, art galleries and restaurants. History-lovers can also visit a museum inside a historic county jail.

With miles of coastline, Amelia Island has lots of public beaches but Fernandina Beach and American Beach are some of the most popular. To see a historic fort and spend the day hiking, visit Fort Clinch State Park. If all the sightseeing has left you hungry, visit the award-winning Salt Restaurant, located inside the Ritz-Carlton Hotel.

Fort Myers: Your Gateway to Sanibel, Shelling and Nature

Shellers on Sanibel Island beach near Fort Myers
Ft. Myers has city appeal plus Sanibel Island beaches. Photo credit: Cathy Bennett Kopf

Fort Myers entices visitors with nearly year-round sun, rich history and sandy beaches. The main downtown area, the River District, is full of historic buildings, shops, restaurants and bars. The first Friday of every month there is an Art Walk, with vendors selling jewelry, art and handmade goods lining the streets.

One of the most popular attractions in Fort Myers is the Edison and Ford Winter Estates. These American inventors lived next to each other, and their homes and gardens are now on display. There is a corresponding museum that preserves their history and world-changing inventions.

From Fort Myers, visitors can drive 20 minutes to visit Fort Myers Beach, or drive about 40 minutes to Sanibel Island. Both these destinations boast incredible beach opportunities. On Sanibel Island, nature enthusiasts will appreciate the J.N. “Ding” Darling National Wildlife Refuge, a sanctuary home to diverse wildlife.

Life Along the Water in Ft. Lauderdale, Florida’s Venice of America

Boats in Fort Lauderdale, Florida.
Fort Lauderdale, Florida. Photo credit: Breeze Leonard

Due to the extensive canal system that cuts through Fort Lauderdale, this southeastern Florida city has gained the nickname, the “Venice of America.” In true Venice fashion, visitors can take a romantic gondola ride through the canals while getting to know the city.

Be sure to spend some time on Las Olas Boulevard. This is the city’s main shopping and entertainment destination. It’s located along the beachfront and is lined with shops, restaurants and bars.

Fort Lauderdale is also a beach destination with many outdoor activities. Sunbathe or take a dip into the Atlantic Ocean at Fort Lauderdale Beach or Hollywood Beach, two of the city’s most popular beaches. Due to its proximity to the Florida Reef, Fort Lauderdale is also a premier snorkeling and scuba diving destination.

Trade Crowds for White Sand and Island Luxury on Marco Island

If you’re planning a luxurious island getaway, Marco Island is the place to go. Nestled on the southwestern tip of Florida’s Gulf Coast, this is a highly developed island with high-rise condos and seaside resorts overlooking white sand beaches.

The island’s most popular beach is Tigertail Beach. It has two different areas: one that is developed with a boardwalk and concessions, and another that is rugged and unspoiled.

Marco Island also boasts an abundance of marine life. Discover the vibrant underwater world by joining a snorkeling or scuba diving tour. Visitors can also explore the nearby Ten Thousand Islands National Wildlife Refuge and observe wildlife in their natural habitats.

Jacksonville for Big-City Energy, Atlantic Beaches and Outdoor Escapes

Photo credit: Shutterstock

Jacksonville buzzes with entertainment, shopping, dining, beaches, parks and just about anything else. It is the city with the largest population in Florida, and has both a captivating urban scene and stunning beaches.

The city is full of diverse neighborhoods. Be sure to check out Riverside and Avondale to experience the city’s vibrant art scene, and stroll through San Marco to peruse sophisticated boutiques and gourmet restaurants.

Beach-goers can spend the day sunbathing at beaches like Jacksonville Beach, Atlantic Beach, and Neptune Beach. Jacksonville also houses one of the largest urban park systems across the US. Jacksonville parks feature marshes, wetlands, historic forts, secret beaches and campgrounds.

FAQs

Which Florida weekend getaway is best for families?

Orlando is hard to beat for families thanks to Walt Disney World, Universal Orlando Resort, SeaWorld Orlando and other attractions. Tampa and Jacksonville are also excellent choices, offering a mix of outdoor activities, family-friendly attractions and beaches

Where should I go in Florida for history and culture?

St. Augustine is Florida’s top destination for history lovers. As the oldest European-founded city in the United States, it’s home to landmarks like Castillo de San Marcos, the Oldest Wooden Schoolhouse and charming historic streets lined with shops and restaurants.

Which Florida destination is best for a girls’ getaway?

Miami is perfect for a fun-filled girls’ weekend. Spend your days shopping, dining and people-watching in South Beach, exploring Little Havana or touring the Art Deco Historic District before enjoying the city’s famous nightlife.

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Adina Keeling is a freelance travel writer from San Diego, CA. She worked in local news for a year until her wanderlust drew her to Costa Rica, where she is now based while freelancing and traveling the world. She has lived in three different countries and traveled to 27. An avid solo traveler, Adina wants to empower other women to safely travel alone.
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