7 Road Trip Destinations Near Naples
If you’re looking to escape from Naples for a little road trip, we curated a list of seven beautiful destinations that are not too far from our home. Lee McCarthy, luxury travel specialist and owner of MAD Travel in Naples, gave us his recommendations for destinations that are not only lovely but totally worth the drive. So pack your swimsuit and sunscreen—these resorts are awaiting your stay.
Montage Palmetto Bluff
Bluffton, SC
Nestled along the scenic May River in South Carolina’s Lowcountry, Montage Palmetto Bluff is set within a vibrant 20,000-acre community between Hilton Head Island and Savannah. Providing guests access to all that Palmetto Bluff has to offer, the resort encompasses an extensive nature preserve, two picturesque villages featuring eight Southern-inspired dining options, a riverfront marina and a Jack Nicklaus Signature Golf Course.
The Cloister
Sea Island, GA
The Cloister always makes an impression. Tucked away on a private island, it’s spacious, inside and out, with large newly refreshed rooms and exquisite suites. Set on 50 lush acres, surrounded by the river, saltwater marshes and the sea, with five miles of private coastline to discover. It offers Forbes Five-Star accommodations, but you’ll feel right at home, like family.
The Ritz-Carlton Amelia Island
Amelia Island, FL
The Ritz-Carlton, Amelia Island offers guests an invitation to escape from the outside world while discovering a secluded barrier island. An oceanfront luxury resort located in North Florida along 13 miles of beachfront, the hotel is an exploration in coastal treasures including the multi-faceted flavors of both salt and infused bourbon, the meditative movements of a hammock massage and the unspoiled natural beauty discovered while kayaking the Intracoastal Waterway.
Casa Marina
Key West, FL
Open since 1920, this resort was once a hideaway for Old Hollywood’s elite. Today, it’s home to Key West’s largest private beach, two outdoor pools and a spa. Duval Street and The Ernest Hemingway Home and Museum are a mile away. Bike rentals, watersports, and boat charters complete your stay.
The Gasparilla Inn
Boca Grande, FL
As much as you’ll enjoy their resort amenities, no visit is complete without excursions around Gasparilla Island. Breeze around by bike or golf cart to see lighthouses and historic downtown Boca Grande. For a change of perspective take in the island from the surrounding waters by kayak or private charter cruise.
Little Palm Island
Little Torch Key, FL
Located off the fabled Florida Keys coastline, on a lush, private island dotted with crushed seashell paths amid verdant tropical foliage and exotic wildlife, rests Little Palm Island Resort & Spa, a destination like no other. Whether arriving by seaplane or our private boat, begin your journey with refreshing cocktails at their on-shore lounge before making the short, scenic journey to your new island oasis. Their beachfront bungalows are inspired by a British West Indies aesthetic and combine Old World tradition with a modern twist. Thoughtful amenities, including an indoor/outdoor spa, deliver exotic charm reminiscent of a Balinese hideaway.
WaterColor Inn & Resort
Santa Rosa Beach, FL
Overlooking the sugar sands of Santa Rosa Beach, just a short distance from the popular Seaside and Rosemary Beach communities, you will find WaterColor Inn, a warm, family-friendly destination steeped in Southern hospitality, history and charm. Situated on a stunning 500-acre community, tucked between the Gulf of Mexico and a coastal dune lake framed by a longleaf pine forest, the Inn seamlessly marries the laid-back comfort of a classic beach house with the modern perks and indulgences of a luxury boutique hotel.
36 Ninth St. S., Naples
239.263.4433
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