Luxury Yacht Cruises, Charters & Boat Rentals in Sarasota

With sun-soaked days, turquoise waters and a coastal breeze, the Sarasota area is made for life on the water. Whether you’re looking to sip champagne aboard a private yacht, join a laid-back booze cruise with friends or sail out for a private sandbar island for a snorkeling adventure, Sarasota offers an array of boating charters and local tours to fit every kind of traveler.

Powerboat Yacht Charters

Glide across Sarasota Bay’s glimmering blue waters aboard a luxurious private yacht. Whether you’re celebrating a special occasion or soaking up the sunset with friends, Sarasota-area yacht tours and rentals offer personalized service, spacious decks and unforgettable views.

Kokomo Charters

Set sail in comfort with Kokomo Charters, a family-owned company offering luxury private cruises on an impressive fleet of yacht-certified vessels. Cruise through Sarasota Bay and around the nearby islands on one of their sleek powerboats—ideal for dolphin watching, sandbar lounging or sunset toasts on the water. Each charter includes a friendly crew, complimentary refreshments and plush amenities—creating a relaxed, island-inspired escape for couples, families or friends seeking the perfect day on the Gulf.

Private Yacht Charters

Indulge in the ultimate Gulf Coast escape aboard Private Custom Charters, another locally-owned, luxury yacht company in the Sarasota area with tailor-made cruises—from intimate 2-hour jaunts to full-day excursions. Choose from a fleet of elegant yachts, each captained by U.S. Coast Guard-licensed professionals, and set your own course from dolphin-watching and sand-bar anchoring to sunset toasts with complimentary champagne. 

Sailboat & Catamaran Charters

Photo courtesy of Sail Venice

Sail Venice

Departing from Crow’s Nest Marina at Venice Inlet, Sail Venice offers relaxing two-hour sailing adventures along Florida’s Gulf Coast. Choose from daytime or sunset cruises aboard a comfortable sailing yacht for up to six guests. Enjoy dolphin sightings, sea breezes and stunning coastal views on this laid-back voyage that perfectly captures the charm and tranquility of Venice.

Key Sailing

For an authentic Sarasota sailing experience, choose Key Sailing, led by husband-and-wife team Captain Tim and First Mate Jan. Their award-winning private charters invite guests to learn the ropes, take the helm or simply unwind as the breeze fills the sails. Known for warm hospitality and personal touches, Key Sailing offers an intimate, scenic escape across Sarasota Bay.

Kathleen D Sailing Catamarans

Sail away aboard the Kathleen D Catamaran, a spacious sailing catamaran offering daily cruises and private charters from downtown Sarasota. Glide through Sarasota Bay or out into the Gulf, where dolphins often play in the boat’s wake and tangerine sunsets deepen the sky. With a knowledgeable crew and years of experience, Kathleen D Sailing Catamarans offers a peaceful and memorable way to explore the region’s coastal beauty.

Luxury Dinner Cruise

Marina Jack II Cruises

A Sarasota institution, the Marina Jack II yacht offers a variety of cruises right from Bayfront Park's Marina Jack restaurant—including their popular Sunset Dinner Cruise. Indulge in a white-tablecloth meal paired with your drink of choice as you glide along the scenic waterfront and under the iconic John Ringling Bridge.

With breathtaking views of the city skyline, this luxury cruise is a feast for the senses while champagne flows and new friends are met along the ride.

The Coastal Concierge

Let The Coastal Concierge craft your perfect getaway with seamless service and curated coastal experiences. This luxury lifestyle and vacation concierge specializes in arranging private yacht charters, fishing excursions, private chefs, transportation and other bespoke adventures. Whether you’re celebrating a milestone while in the Sarasota area or simply savoring a day on the water, their team handles every detail so you can relax.

Sarasota Boat Rentals

Looking to explore Sarasota’s stunning waterways on your own terms? These local rental companies offer an effortless way to get on the water—rent by the half-day, day, week or month!

Suntex Boat Rental at Marina Jack

Located right in the heart of downtown Sarasota, find Marina Jack, whose fleet, operated by Suntex, includes double-decker pontoon boats with slides, center consoles and deck boats. Rent for two, four or eight hours, and enjoy Bluetooth stereo, a cooler and shade from Bimini tops. Fish, swim or sunbathe, or stop by favorite waterfront restaurants.

Cannons Marina

Out on Longboat Key, Cannons Marina lets you choose from a fleet of center-consoles, deck boats, pontoons and runabouts for cruising, fishing or sandbar-hopping. The marina is perfectly positioned for adventures to Jewfish Key, Beer Can Island and the Gulf's most clear swimming spots. Friendly, experienced staff will help plan your route, find hidden gems and pack your day with dolphin sightings, island lunches or sunset sails.

Freedom Boat Club

Founded in Sarasota, Freedom Boat Club is the world's largest members-only boat club with hundreds of locations across the U.S. In Sarasota County alone, you can find seven different clubhouses to launch from. Freedom takes care of all the maintenance, cleaning, repair, insurance and storage. You just show up and go!

Boating Safety in Florida

To operate a motorized watercraft of 10 horsepower or more in Florida, state law requires anyone born on or after January 1, 1988, to successfully complete an approved boating safety course. Passing this course will grant you a Boating Safety Education Identification Card (also referred to as a Lifetime Boating License) issued by the Florida Fish and Wildlife Conservation Commission (FWC).