Grown-Up Getaways in Fort Myers

Find fun vacation spots for adult getaways in Southwest Florida. Looking for a relaxed beach weekend, a carefree romantic resort, an adventurous outing, or all of the above? These adults-only vacation ideas make the best escapes for couples, friends and grown-up family fun.

Dare to Do Date Night

The best part about a couple’s vacation is that each day is like a different date. Find your next adventures together.

Sail away on a sunset cruise with a cold drink in hand and enjoy the magical moment that the sun dips below the horizon. Once you’re back on dry land, let the sparks fly at a romantic waterfront dinner. Dock and dine in a secluded restaurant that’s only accessible by boat, or watch the river flow as you dine on the fresh catch of the day.

Grow closer over an interactive outing. You can put your heads together to figure out whodunit at the Murder Mystery Dinner Train, where a nostalgic train is the setting for a comical tableside mystery show accompanied by a five-course meal. 

Get more ideas for your date night in Fort Myers. 

Spend the day together without keeping to a schedule. A stroll in the Historic River District lets you explore all of downtown Fort Myers’ highlights at your own pace. Admire the sculptures at Sidney & Berne Davis Art Center, take a step back in time at Burroughs Home and Gardens, or simply pop into the countless shops, galleries and restaurants along the way. When it’s time for a break, grab a craft beer at Millennial Brewing Company or enjoy a charming afternoon at Wisteria Tea Room & Cafe. 

Gather With Your Friends

When everyone has busy lives at home, carving out vacation time with friends is a real gift. Make the most of your time together with fun excursions that don’t require a lot of planning. 

Kick off your day by the water, whether you’re in the mood to collect and compare seashells or play a round of beach volleyball. Every Southwest Florida beach has its own personality, from the lively Crescent Beach Family Park at the foot of Matanzas Bridge to Bonita Beach Park on Little Hickory Island. Try bird-watching or kayaking at San Carlos Bay - Bunche Beach Preserve, or hop on the ferry to Cayo Costa and explore nine miles of pristine shoreline.

Got a big friend group? Find a vacation rental that fits your needs.

Unleash your creative side with a paint-and-sip class. Fort Myers is overflowing with inspiration in places like Vino’s Picasso and Painting With a Twist, where you’ll get step-by-step instructions and there is no experience necessary. For a personal touch, Wine & Canvas is a mobile paint-and-sip party that you can arrange for your own private event. Or visit Azaleas on the Corner in downtown Fort Myers for a variety of artistic activities and fine wines for groups of all sizes.

What’s a grown-up getaway without dressing up for a night on the town? Order your favorite drink and share a few plates at the Social House. Dance into the night or pick your best karaoke duet at The Indigo Room. Art meets artfully shaken cocktails at Space39 Art Bar & Martini Lounge in the heart of downtown Fort Myers. Or listen to live music under the stars on the rooftop at Sidney & Berne Davis Art Center.

Find more His & Hers friendcation ideas.

Unforgettable Family Time

Family vacations don’t need to end when the kids are all grown up. Keep the memory making going with activities that everyone will enjoy.

You don’t even need to step out of your resort to have a great time together. The legendary ‘Tween Waters Inn & Marina on Captiva Island has everything you need, with sizable suites and seaside cottages, and 13 acres of property. Relax in your own private cabana at the adults-only Serenity Pool surrounded by the soothing sounds of a rock waterfall, and grab a swing seat at the poolside Hideaway bar.

No matter what your age group, find fun places to play and stay in Fort Myers.  

Get everyone moving on a family outing. From teeing off indoors at PopStroke to gently paddling along sections of the Great Calusa Blueway, you’ll be able to find adventures to accommodate all levels of activity. Take a wildlife walk and discover accessible boardwalk trails out in nature. Prefer to play it by ear? There are special events like live concerts, art workshops and outdoor movies on any given day.

Enjoying a night of culture is a perfect way to spend quality time together. Catch a Broadway show, check out world-class community productions and spend an evening at a dinner theater. Top-tier comedy or an evening at the symphony will bring everyone together over shared interests. 

Celebrating a milestone birthday, anniversary or retirement? Bring your loved ones to Fort Myers on a celebration vacation.