Naples' Top Outdoor Experiences

Naples is known for its year-round beautiful sunsets, fantastic fishing, and endless opportunities to get out on the water. We asked Dara Whitaker, owner of Boutique Home Service—which offers white-glove concierge services for guests staying in Naples vacation rentals—to share her best recommendations for all kinds of guests seeking to experiencing the outdoors along the Gulfshore, from families to foodies to fishing fanatics.


Syren Yachts with catering by The Claw Bar. Set sail on the luxury yacht Syren or the smaller Syrenette for a spectacular yachting experience for your mind, body—and tastebuds. Enjoy a sunset cocktail cruise through Port Royal, or take a full day to explore all the beauty the Gulf Coast has to offer. No need to pack a lunch—leave everything to the top-notch chefs from The Claw Bar and the soon-to-open Syren Oyster & Cocktail Bar (coming spring 2023). 


Manatee Sightseeing & Wildlife Adventures. Encounter unique and native wildlife like dolphins, manatees, and birds as you collect shells for forever keepsakes on a manatee and dolphin sightseeing tour with this amazing local company! There’s also an opportunity to embark on a kid-friendly backchannel fishing trip for the whole family. With the highest wildlife sighting rate in the area, you will not be disappointed! 


Captain Joey D’s. Captain Joey D’s is a family-owned and operated fishing and boat charter company that offers something for everyone. Rent a boat for a full or half-day, with or without a captain; go on a backchannel fishing excursion; or opt for an offshore, deep-sea fishing adventure. You can’t go wrong with this five-star business!


Get Up & Go Kayaking. Explore beautiful mangrove tunnels while navigating the Gulf water aboard your own clear kayak. Have fun in the sun and explore remote beaches with wildlife sightings, or watch the sun go down and paddle through nighttime waters by the glow of LED lights with fish and underwater creatures below. This is a truly unique experience you won’t want to miss! 


BRADVentures Yacht Charters. Stay at sea as long as your heart desires with BRADVentures Yacht Charters. Come aboard for a half or full day charter, or take an overnight trip to getaways like Marco Island, the Florida Keys, Dry Tortugas, Tampa, Miami, Destin, Panama City Beach, or the Bahamas. A full crew, gourmet food, soft drinks, and alcoholic beverages are included on most charters. 


Gnarly Harley Adventures. Whether you’re an adrenaline junkie ready for the ultimate thrill on the water or just looking to spend a tranquil morning in the mangroves, Gnarly Harley Adventures has something for you. They specialize in e-foil excursions that allow you to glide smoothly above the water at exhilarating speeds for a fliteboard tour you’ll never forget. Paddleboard rentals and guided adventures are also available—and if you fall in love with these water sports, they’ll help you purchase the perfect equipment to keep coming back for more.

 Ready to elevate your next vacation? Boutique Home Service is a resort-style concierge service for vacationers and seasonal residents in Naples, Florida. Dara Whitaker and her team assist their clients by arranging boat rentals, tours, spa treatments, babysitting, in-home chefs, personal trainers, fridge stocking, dining reservations, private drivers, exotic car rentals, and more. Visit or call or text 239.207.8710 to learn more.