Romantic Dinner at a Waterfront Restaurant

There is nothing quite like a romantic dinner by the water to set the mood for a perfect date night. Naples is home to several waterfront restaurants that offer not only delicious cuisine but also stunning views of the Gulf of Mexico. Enjoy fresh seafood dishes and cocktails as you watch the sunset with your partner by your side.

Alternative options: The Bay House, The Turtle Club, The Dock at Crayton Cove

On-Demand Childcare in Your Neighborhood

Book a Sitter

Sunset Cruise on the Gulf of Mexico

For a truly unforgettable experience, book a sunset cruise on the Gulf of Mexico. Watch as the sky transforms into a canvas of vibrant colors while you and your partner sail along the coast. Some cruises even offer live music and dinner options for a truly luxurious evening.

Alternative options: Naples Princess, Sweet Liberty Catamaran Sailing, Pure Florida

Live Theater or Comedy Show

Catch a live theater performance or comedy show for a night filled with laughter and entertainment. Naples is home to several theaters and comedy clubs that showcase talented performers from around the country. Sit back, relax, and enjoy a show with your loved one by your side.

Alternative options: Gulfshore Playhouse, Off the Hook Comedy Club, Sugden Community Theatre

Wine Tasting at a Local Vineyard

Indulge in a wine tasting experience at a local vineyard for a sophisticated and romantic date night. Sample a variety of wines while learning about the winemaking process from knowledgeable staff. Some vineyards even offer cheese pairings and guided tours of the property.

Alternative options: The French Vineyard, Naples Winery, Decanted Wine and Beer

Couples Massage at a Spa

Relax and unwind with a couples massage at a luxury spa in Naples. Treat yourselves to a soothing massage session that will leave you feeling rejuvenated and connected. Many spas offer special packages for couples, including access to amenities like hot tubs and saunas.

Alternative options: The Ritz-Carlton Spa, The Om Spa, The Club at LaPlaya Beach & Golf Resort Spa

Stroll Along Naples Pier at Sunset

Take a romantic evening stroll along Naples Pier as the sun sets over the horizon. Watch dolphins play in the water, take in the breathtaking views of the coastline, and enjoy quality time with your partner in this picturesque setting. Don’t forget to snap a few photos for lasting memories.

Alternative options: Delnor-Wiggins Pass State Park, Clam Pass Park, Vanderbilt Beach

Cooking Class for Two

Get creative in the kitchen with a fun and interactive cooking class for two. Learn new culinary skills and techniques from professional chefs while preparing a delicious meal together. Cooking classes are not only educational but also a great way to bond with your partner over a shared love of food.

Alternative options: Sur La Table, The Good Life of Naples, The ChefsMarket

Outdoor Movie Night at a Park

Pack a blanket and some snacks for a cozy outdoor movie night at a local park. Many parks in Naples host movie screenings under the stars, offering a unique and romantic date night experience. Sit back, relax, and enjoy a movie under the twinkling night sky with your loved one.

Alternative options: Mercato, Silverspot Cinema, Paragon Pavilion

Visit to the Naples Botanical Garden

Immerse yourselves in nature with a leisurely stroll through the Naples Botanical Garden. Explore the lush gardens, admire the colorful flowers, and enjoy the serene atmosphere as you wander hand in hand with your partner. The botanical garden is the perfect backdrop for a romantic and peaceful date night.

Alternative options: Naples Zoo at Caribbean Gardens, Corkscrew Swamp Sanctuary, Rookery Bay Environmental Learning Center

Jazz Night at a Local Bar

Sip on cocktails and sway to the smooth sounds of jazz music at a local bar in Naples. Many bars and lounges host jazz nights featuring talented musicians who will serenade you and your partner with soulful melodies. Enjoy a laid-back and intimate evening while surrounded by good music and good company.

Alternative options: The Continental, Bar Tulia, The Bevy

Are you a parent in Naples, FL looking to enjoy a night out with your significant other? Don’t let babysitting be a hurdle to your date night plans. Wyndy makes it easy to find trusted and experienced babysitters in your area. Sign up today and book a sitter, so you can have a worry-free and enjoyable evening out in Naples. With these date night ideas and a reliable babysitter, you and your partner can create lasting memories together in this charming coastal town.