Naples, Florida, offers an enviable lifestyle with its Gulf views, warm climate, and upscale amenities. But one of the often-overlooked benefits of living here is the ease of taking weekend trips to other beautiful and diverse destinations across the Sunshine State. Whether you're craving nature, culture, or culinary exploration, there’s a quick getaway for every interest.
If you’re living in or relocating to Naples, these carefully selected weekend trip ideas will help you make the most of your surroundings, without straying too far from home.
Sarasota: Art, Architecture, and White Sand
About two hours north of Naples, Sarasota is a favorite for lovers of arts and culture. It’s home to The Ringling, a sprawling museum campus featuring art collections, historic homes, and the Circus Museum. The city also boasts a walkable downtown, bayfront parks, and the highly regarded Sarasota Opera.
Lido Key and Siesta Key offer sugar-white sand and clear waters, making this a dual-purpose destination for beach time and urban exploration. Plan your weekend around a performance at the Van Wezel Performing Arts Hall or enjoy waterfront dining in St. Armands Circle.
Sarasota balances casual elegance with artistic flair, making it a refreshing change of scenery that doesn’t sacrifice comfort or charm.
Sanibel and Captiva Islands: Quiet Nature and Seaside Relaxation
For a peaceful retreat close to home, the barrier islands of Sanibel and Captiva deliver. Less than two hours from Naples, these islands offer a slower pace, perfect for unwinding. Known for their excellent shelling beaches, these destinations attract nature lovers and those looking to unplug.
Enjoy biking trails through J.N. “Ding” Darling National Wildlife Refuge, paddle through mangrove tunnels, or take a sunset cruise. Accommodations range from luxury resorts to charming seaside inns, and the local restaurants specialize in fresh seafood with Gulf views.
If you’re looking for a quiet weekend close to nature, this is an ideal spot.
Miami: Culture, Cuisine, and Coastal Glamour
Roughly two hours across the Tamiami Trail or Alligator Alley, Miami offers a dynamic blend of beach culture, high fashion, and culinary sophistication. From the art deco hotels of South Beach to the upscale shops in the Design District, Miami provides a fast-paced, cosmopolitan weekend escape.
Explore art galleries in Wynwood, dine in world-class restaurants, or take in the skyline from a rooftop lounge. For a more relaxing day, visit Fairchild Tropical Botanic Garden or take a boat ride through Biscayne Bay.
Whether you're staying in a boutique hotel or a high-rise overlooking the ocean, Miami offers a complete shift in pace and scenery.
The Everglades: Florida’s Wild Side
One of Florida’s most unique ecosystems lies just an hour from Naples. Everglades National Park and Big Cypress National Preserve offer endless options for outdoor adventure. This is the place to go if you want to explore Florida’s natural side, far from urban buzz.
Popular activities include:
- Airboat tours through sawgrass marshes
- Ranger-led swamp walks or canoe tours
- Wildlife viewing, including alligators, birds, and panthers
- Camping or stargazing away from city lights
Make sure to pack comfortable clothes and insect repellent, and consider a guided tour to gain deeper insight into this extraordinary environment.
Boca Grande: Old Florida Elegance
Located on Gasparilla Island about two and a half hours north of Naples, Boca Grande is known for its charming downtown, historic lighthouse, and tarpon fishing. With a mix of well-preserved homes, quiet beaches, and a walkable village atmosphere, this is a perfect destination for those who appreciate subtle luxury and privacy.
The island has no high-rises or commercial sprawl, maintaining a historic and serene feel. Rent a golf cart, explore the Boca Grande Bike Path, and stop by the island’s boutique shops and cafés.
This is where many Naples residents go to recharge without the distractions of busier tourist spots.
Fort Lauderdale: Boating, Beaches, and Boutiques
Three hours to the east, Fort Lauderdale is known as the “Venice of America” for its extensive canal system. It’s a great choice for boaters and beachgoers alike. Las Olas Boulevard is lined with shops, restaurants, and galleries, while the city’s beach promenade offers miles of sand and surf.
Boat tours, paddleboard rentals, and a thriving nightlife scene round out the experience. Fort Lauderdale also serves as a cruise port, so it’s a good jumping-off point if you’re extending your weekend into a longer trip.
For those seeking a city experience without the intensity of Miami, this destination strikes a comfortable balance.
St. Petersburg: Arts, Waterfront Parks, and Coastal Cool
About two and a half hours northwest of Naples, St. Petersburg offers a blend of creative energy and Gulf Coast relaxation. The city is home to the world-renowned Dalí Museum, the Museum of Fine Arts, and a collection of independent galleries and studios.
Downtown St. Pete is known for its walkability and features waterfront parks, rooftop bars, and outdoor cafés. The St. Pete Pier offers an interactive experience with dining, playgrounds, and art installations.
Nearby beaches like Fort De Soto Park provide natural escapes, making this city an ideal mix of cultural discovery and coastal downtime.
Palm Beach: Classic Luxury and Historic Charm
For a more refined weekend, Palm Beach delivers timeless elegance. Just under three hours away, this East Coast destination features upscale shopping on Worth Avenue, historic landmarks like The Breakers, and beautifully maintained public beaches.
Tour the Flagler Museum, enjoy high-end dining, or stroll through antique shops and galleries. The area’s manicured streets and storied architecture make it a favorite for those who appreciate tradition and refinement.
Palm Beach offers a different kind of Florida—a polished, poised, and peaceful retreat.
Contact Amy Nease
Amy Nease understands that living in Naples isn’t just about the homes—it’s about the lifestyle. With deep local knowledge and a passion for Southwest Florida living, she helps clients not only find the perfect property but also embrace the best this region has to offer.
Whether you're buying, selling, or just starting to explore the Naples area, Amy Nease offers expert real estate guidance with a personal touch. Recognized as one of the top 1.5% of Realtors in the United States, Amy is the partner you need. Reach out today to discover how you can make the most of your life in Naples—and enjoy every weekend to the fullest.
