Pre-Wedding Bliss: The Best Elevated Bachelor & Bachelorette Experiences in Naples

Before the big day arrives, there’s room for one more celebration—one that feels thoughtful, relaxing, and well-deserved. On Florida’s Paradise Coast, bachelor and bachelorette trips take a more elevated turn, with spa appointments, rooftop cocktails, boat charters, and time carved out for connection. Whether you're practicing yoga by the water, exploring nature preserves, or shopping along 5th Avenue South, Naples, Marco Island and the Everglades offers a getaway that’s equal parts calm and celebratory.
Elevated Wellness Retreats
Start off your weekend with a moment of pampering and peace. Indulge in customized treatments at the JW Marriott March Island Beach Resort Spa, or head to the bespoke Spa at the Naples Grande Beach Resort for serene beachside relaxation.
Looking to mix in a bit of movement? Schedule a morning yoga class on the sand or a guided forest bathing session in a nearby nature preserve like Rookery Bay or Audubon’s Corkscrew Swamp Sanctuary, where lush cypress forests offer a calming start to your ultimate bachelor and bachelorette celebrations.

Boutique Stay, Group Style
When it comes to accommodations, Florida’s Paradise Coast has something for every style. For a boutique hotel experience with space to spread out, check into Hotel Escalante in downtown Naples. This charming property blends old Florida charm with Mediterranean-inspired elegance, offering spacious suites and private garden villas that are perfect for groups looking for both luxury and privacy. Tucked just off 5th Avenue South, Hotel Escalante keeps you close to the action while offering a serene, secluded retreat.
Set Sail on the Gulf of America
Nothing says “celebration” during your weekend experience like a boat charter on the Gulf of America. Cruise past dolphins, pop the bubbly, and soak up the sunshine aboard a luxury yacht like the Naples Princess or enjoy a catamaran sail on the Miss Naples. With a variety of options that depart from Naples and Marco Island, it's easy to create a day that blends leisure with luxury.
For a more immersive experience, take your bachelor and bachelorette crew to Keeywadin Island. It's the perfect spot to spend a carefree afternoon with toes in the sand and drinks in hand.

Shop, Sip, and Stroll
No pre-wedding weekend is complete without a little retail therapy. Naples is home to upscale boutiques and local artisan shops tucked along 5th Avenue South and Third Street South. So grab a coffee and wander through galleries, do some browsing, or book a private styling session at Marissa Collections to find the perfect look for a rehearsal dinner or welcome party.
End your shopping session with a sunset cocktail crawl! Lounge at The Hampton Social, or enjoy waterfront views at Bayside Seafood Grill & Bar, where you can snap photos as the sun sets.
Hit the Greens or the Tennis Courts
For bachelor or bachelorette groups looking for a little friendly competition, Florida’s Paradise Coast offers more than 90 championship golf courses, many of them open to the public. Book a morning tee time at Tiburón Golf Club or TPC Treviso Bay, both designed by legendary players of the game. Or, switch it up with a match at the new Mouratoglou Tennis Center Naples, located within the Ritz-Carlton Naples, Tiburón.
Champagne Toasts with a View
Towards the end of your visit, gather the group for an unforgettable evening in Naples, where elegant rooftop lounges and award-winning restaurants set the tone for a celebration worth dressing up for. Start with a drink at the new Naples speakeasy lounge, Staff Only. Or, treat your group to fresh seafood at Del Mar, where the setting is just as elevated as the cuisine.
From Mediterranean menus at Sofra inside The Ritz-Carlton, Naples to the coastal-inspired flavors of Truluck’s or Ocean Prime, the dining scene on Florida’s Paradise Coast makes every toast feel like a milestone.

Vibrant Nightlife Scene
When it’s time to turn up the energy, Naples delivers a vibrant nightlife scene with coastal flair. Start the evening with cocktails at The Continental or Sidebar before heading to live music lounges, craft cocktail bars, or oceanfront firepits for a relaxed but lively night out.
Alternatively, opt for a more curated experience. For example, book a private dining room at the newly opened Estia Restaurant, plan a sunset beach picnic, or coordinate a group wine tasting at Rebecca’s to toast to what’s ahead.
Whether you’re planning a relaxing bachelor/bachelorette trip or a glamorous escape, your pre-wedding bliss begins on Florida’s Paradise Coast. Because when it comes to celebrating your love in style, ONLY Paradise will do.