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The Best Winter Getaways near Naples, Florida

Posted by Chris Reed on Dec 7, 2018 10:41:00 AM

The Best Winter Getaways near Naples, FloridaIf you live in the Naples area there’s a good chance you were more than willing to give up building snowmen in the winter in favor of building a sandman on the beach. But as the population of the area grows in the winter (as it does every year), you may be looking for some small escapes now and then. Here’s a look at some Naples winter getaways that you can take advantage of during “high season” in the region.

Get Back to the Garden

The Naples Botanical Garden, at 4820 Bayshore Dr. offers you a chance to get away without even having to leave town! Highlights of this beautifully designed 170-acre property include a Caribbean Garden with a traditional re-created chattel house; a dramatic waterfall feature with giant lily pads in the Brazilian Garden and preserved natural wetlands with a birding tower. The Lea Asian Garden showcases plants and culture of subtropical climates. You’ll also find a 250-variety plumeria collection; a rice paddy with Asian water elements and vegetation that incorporates a re-created 15th-century Hindu temple; and other exotic shrines and structures. The Florida Garden is designed with physically impaired visitors in mind and includes, a section devoted to eco-gardening, a boardwalk and birding tower and stunning lake views. Visit the website for additional information.

See a Show

There's more to Naples than just great beaches (although we certainly have our share of those!). But right here in Naples, there are opportunities to get away from it all without getting sand in your shoes! Catch a show at The Naples Players and leave the world behind—at least for a little while. From January 15 through February 10, 2019, you can catch the comedy Don’t Dress for Dinner at Blackburn Hall. That’s just one of the shows the players will be putting on this winter. Check their website for more information.

Take a Cultural Staycation

Artis—Naples is the premier destination for the visual and performing arts in Southwest Florida. They seek to inspire, educate and entertain by presenting world-class events that enrich the Naples community—offer a unique range of programs that include music, film, dance, comedy, lectures, and exhibitions that feature internationally acclaimed artists. Visit their website for more information about specific events.

Hit the Road, Jack!

Sometimes it’s just good to get out of town—even if it’s just for a while. Here’s a list of interesting places you might want to check out that are less than an hour’s drive from Naples.

Fort Myers

Fort Myers is located about 30 minutes outside of Naples. You’ll find great beaches, cultural sites, and historical attractions for the whole family, including:

  • The Henry Ford & Thomas Edison Winter Estates
  • Fort Myers Beach
  • Lover’s Key
  • Imaginarium Science Center
  • Murder Mystery Dinner Train
  • Barbara B. Mann Theater

Sanibel Island & Captiva Island

Sanibel Island and Captiva Island are just about 45 miles north of Naples. In addition to great outdoor activities such as kayaking, fishing, shopping and paddle boarding you can check out local establishments on Sanibel Island such as:

  • Bailey’s General Store
  • Bowman’s Key
  • Blind Pass
  • Sanibel Dolphin Tours
  • Paddle Board Sanibel
  • Island Inn

Captiva Island is known for its shelling, so if you love to collect shells, you won’t want to miss out on this opportunity for finding unusual shells. Or you can watch dolphins or catch a beautiful sunset on one of the cruises offered through the South Seas Resort.

Matlacha Island & Pine Island

Matlacha and Pine Island are roughly 60 minutes from Naples. Matlacha is a popular artist community that features unique art galleries. Pine Island offers great fishing and a quiet oasis to enjoy sunsets, sunrises, and great boating. You can charter a boat for a fishing trip or just take a boat tour to relax. You can also check out:

  • Pine Island Sound Aquatic Preserve
  • Jug Creek
  • Cayo Costa Island State Park
  • Cabbage Key
  • Matlacha Drawbridge


Immokalee is about 15 miles and 30 minutes south of Naples. Here you’ll find a very diverse community filled with migrant workers from all over Latin America. But you’ll also discover a place filled with local Florida history, flair and fun. Enjoy the authentic Mexican food, the farmer’s market at Penhookers, and visit the Immokalee Pioneer Museum at Robert’s Ranch or the Crew Marsh Trails for a lovely scenic walk, and a look back into local history.

Whether you stay in town or take a day trip, there are plenty of ways to get away from the ordinary this winter in the Naples area!


Topics: Winter, Winter Getaways, Naples Vacations, Winter in Naples