Naples City Dock at Crayton Cove is a premier marina and home to Naples' largest fishing and sailing charter fleet, with boats from 25 to 53 ft. available for charter and sightseeing excursions. It offers full-service facilities including fuel, pump out services, ice, frozen/live bait, refreshments, and hosts a variety of charter vessels for fishing, sailing, and other water activities in a historic Old Naples location near shops, restaurants, and lodging.

Located in Naples, Florida, Naples Princess Cruises & Private Charters has been a premier provider of luxury yacht experiences in Southwest Florida for over 28 years. Operating from the Port O Call Marina near downtown Naples, the company features a newly renovated 105-foot, three-level yacht that combines elegance with modern amenities. Known for its commitment to safety and environmental responsibility, the vessel is certified by the United States Coast Guard and maintained to the highest standards. Guests can enjoy spectacular views of Naples Bay, Port Royal, and the Gulf of Mexico while relaxing in fully enclosed, air-conditioned salons or on open-air decks. Naples Princess offers a diverse range of daily public cruises including sightseeing tours, lunch and dinner cruises, and specialty events suitable for individuals, couples, families, and groups. Private charters are available for corporate gatherings, weddings, and special occasions, with customizable options to suit various group sizes and preferences. Onboard dining features freshly prepared meals by an experienced culinary team, complemented by two full-service bars. The yacht also provides event planning services for weddings and group celebrations, ensuring a memorable and first-class experience against the stunning backdrop of Naples’ waterfront.

Cool Beans Cruises operates in Naples, Florida, offering a distinctive sailing experience aboard their 42-foot, 20-passenger catamaran and a luxury six-passenger pontoon. Specializing in intimate boat tours around Naples and Marco Island, the company provides access to some of Southwest Florida’s hidden coastal gems, including Keewaydin Island. Their fleet and expertise allow guests to enjoy a variety of excursions, from leisurely day sails to scenic sunset cruises, all set against the backdrop of the Gulf of Mexico. The combination of comfortable vessels and knowledgeable crew ensures a unique and memorable maritime adventure for visitors of all experience levels. The company’s offerings include champagne sunset cruises, day sails with dolphin sightings, and private charters tailored for couples, families, or small groups seeking a personalized outing. The luxury pontoon is ideal for exploring secluded beaches and enjoying shelling and wildlife viewing in a relaxed setting. Cool Beans Cruises also caters to special occasions such as weddings, anniversaries, birthdays, and corporate events, providing customized sailing experiences that highlight the natural beauty of the region. Whether guests are looking for a romantic escape or a celebratory gathering, the company delivers a polished and engaging maritime experience in the Naples and Marco Island area.

Freedom Boat Club, established in 1989 in Sarasota, Florida, is the world’s largest and oldest members-only boat club, boasting over 400 locations worldwide. With more than 35 years of experience, the club offers a revolutionary alternative to traditional boat ownership by providing hassle-free access to a diverse fleet of premium boats. Members benefit from concierge-level dockside service, including maintenance, cleaning, repairs, insurance, and storage, allowing them to focus solely on enjoying their time on the water. The club’s commitment to safety is reflected in unlimited training provided by certified captains, ensuring members of all skill levels feel confident at the helm. The Naples Brookside Marina location in Florida’s Gulf Coast offers members access to serene waterways winding through lush mangroves and quiet neighborhoods, with picturesque views of bridges and waterfront homes. The club’s fleet includes a variety of boats such as pontoons, deck boats, center consoles, wake boats, and fishing vessels, catering to cruising, fishing, and watersports enthusiasts alike. Members can easily reserve boats online or by phone and enjoy unlimited boating without hourly fees, paying only for fuel used. This location also provides amenities like restrooms and picnic tables, enhancing the overall boating experience for individuals, families, and groups seeking a peaceful coastal escape.

Naples Tiki Fun Tours is a locally owned and operated business offering unique tiki boat cruises in Naples and Bonita Springs, Florida. Established in 2018 by Captains Melissa and John Paul Wilinski, the company provides a distinctive floating tiki bar experience with USCG-certified captains at the helm. Their fleet includes three tiki boats in Naples and one in Bonita Springs, each accommodating up to six guests, with options to reserve multiple boats for larger groups. Launching from premium docks at The Boathouse Restaurant on Naples Bay and the Fish House Restaurant in Bonita Springs, these tours combine scenic views, dolphin sightings, and local history for a memorable day on the water. The tours are designed for adults and allow guests to bring their own drinks and snacks, supported by provided YETI coolers, ice, cups, and a Bluetooth sound system for personalized playlists. Naples Tiki Fun Tours caters to a variety of occasions, including sunset cruises, birthday celebrations, anniversaries, and bachelor or bachelorette parties. Guests can enjoy a relaxed, island-style atmosphere enhanced by tiki glam props for photo opportunities. For larger groups or different cruising experiences, the company also offers pontoon boat options through a sister company, accommodating up to 16 guests for private or small group cruises.

Founded in 1989 in Sarasota, Florida, Freedom Boat Club is the world’s largest and oldest members-only boat club, operating over 400 locations worldwide. With more than 35 years of experience, the club offers a unique alternative to traditional boat ownership by providing members access to a diverse fleet of premium boats without the hassles of maintenance, storage, insurance, or repairs. Members benefit from concierge-level dockside service and unlimited training from certified captains, ensuring safety and confidence on the water. The club’s extensive network allows members to explore waterways across North America, Europe, and Australia, making it a leader in the marine industry. At the Naples Bayfront Marina location in Florida, members can enjoy a variety of boating experiences including cruising, fishing, and watersports with access to a fleet that includes pontoons, deck boats, center consoles, and wake boats. The marina’s serene bay setting offers scenic routes past waterfront homes and access to the Gulf of Mexico, as well as nearby destinations like Keewadin Island for family outings. Membership plans include unlimited boat usage with no hourly fees, and boats are available for reservation up to six months in advance through an easy online system. The club welcomes boaters of all skill levels, providing comprehensive training and support to ensure an enjoyable and safe boating experience.

Sea Time Charter Naples offers bespoke private boat experiences along the scenic coastline of Naples, Florida. With a U.S. Coast Guard–licensed captain at the helm, the company emphasizes safety, expertise, and personalized service. Unlike typical crowded tours, each charter is tailored to the client’s preferences, providing an intimate and luxurious escape on the Gulf of Mexico. Guests enjoy premium amenities such as complimentary champagne, Bluetooth music, and luxury seating, all while exploring exclusive routes that showcase the natural beauty and wildlife of the area. The charter specializes in a variety of cruises including beach and dolphin tours, celebration cruises, and romantic sunset voyages. These experiences range from two to six hours and accommodate up to six guests, making them ideal for families, couples, or small groups seeking a peaceful or festive outing. Highlights include stops at Keewaydin Island for swimming and shelling, dolphin sightings, and views of Port Royal’s luxury homes. Each trip is designed to be effortless and memorable, with a focus on creating moments that celebrate life’s special occasions or simply offer a serene day on the water.