Maritime Wedding Venues in Key West, Florida

Sunset Watersports is Key West’s Original Watersports Company, established in 1984, family-owned and operated for over 40 years. They offer a wide range of watersports activities including jet ski tours, sandbar charters, reef snorkeling, parasailing, dolphin watching, sunset dinner cruises, private charters, boat rentals, golf cart rentals, and Key West weddings on luxury catamarans for 2 to 149 guests, focusing on safety, fun, exceptional service, and best value.

Classic Harbor Line offers private yacht charters on the 105-ft. Schooner America 2.0 in Key West, guiding guests through emerald green waters for daytime sightseeing sails, magical private sunset cruises, corporate events, birthday parties, weddings, anniversaries, and company outings. The U.S. Coast Guard-certified vessel accommodates up to 85 guests with bar and catering options, located in historic Old Town Key West.

Located in Key West, Florida, the Schooner Spirit of Independence offers an authentic sailing experience steeped in history and tradition. Family owned and operated since 1972, this vessel is known for its meticulous attention to detail and adaptive sailing techniques that respond to the wind and weather conditions of the day. The schooner sails from Schooner Wharf and navigates various scenic routes including the Key West beach, the calm waters of the North West Passage, and Key West harbor. The crew, led by Captain Ricky with over five decades of sailing experience, brings a wealth of knowledge and passion to each voyage, making every trip aboard the Spirit of Independence unique and memorable. The schooner provides a range of activities including sunset sails, private charters, and wedding ceremonies, catering to both casual tourists and special event clients. It also has a strong educational component, having taught seamanship to thousands of scouts and offering adventurous voyages that include snorkeling and maritime rescue experiences. The crew comprises licensed captains and specialists such as an onboard marine biologist, ensuring a safe, informative, and enjoyable journey. Whether guests seek a romantic sunset cruise, a memorable wedding setting, or an educational sailing adventure, the Spirit of Independence delivers an immersive and authentic Key West maritime experience.

Weddings on the Water Key West plans and designs weddings for any budget, offering beach or boat weddings, receptions, rehearsal dinners, or private events directly to save on commissions. They provide top-rated boat weddings with in-house coordinators using luxury catamarans like The Sandie Cat and The Party Cat (up to 149 people) and The Miss Lora (up to 125 people).

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Gulfstream Fishing | Key West, FL. Offering the best-priced party boat fishing trips in Key West, Gulfstream Fishing has been taking anglers out since 1947. Departing daily at 10 AM, their 6-hour trip includes bait, license, and the option to rent a rod for just $5. Whether you’re fishing solo or with a group of up to 40, you’ll enjoy a safe, well-staffed trip aboard a USCG-inspected vessel. In the summer, they also offer a unique night fishing experience on Wednesdays, Fridays, and Saturdays from 7 PM to 12:30 AM. With a friendly, CPR-certified crew and abundant marine life, Gulfstream Fishing is perfect for beginners and experienced anglers alike.

Easy Day Charters offers private boat charters in Key West for up to 6 passengers, allowing guests to design their own tropical adventure with activities such as sandbar tours, snorkeling, fishing, dolphin watching, beaches, eco-tours, sunset trips, special requests like scattering ashes, weddings, photo shoots, and pet-friendly outings. The fleet includes a 25′ Triton center console and a Sea Fox 26, both powered by Yamaha 300 hp outboards, with sanitized equipment, cooler, ice, water, and instruction provided. They focus on calm waters, safe anchoring away from crowds, and customizable experiences.

Key West Custom Charter offers private custom boat charters in Key West, Florida, with over 100 years of combined charter experience. Services include private charters, sunset sails, Dry Tortugas trips, boat rentals, fishing, custom sailing charters, snorkeling, scuba diving, sandbar trips, beach picnics, customized catering, bar service, and events like corporate events, weddings, and celebrations. Boats range from small center consoles to luxury yachts and catamarans, tailored for privacy, customization, and memorable experiences in the Florida Keys.

FishMonster Charters & Island Jane provides premium charter adventures in Key West and the Lower Keys, including offshore sportfishing, light tackle fishing, flats/backcountry fishing, split charters, MAX party boat fishing, snorkel adventures, sunset cruises, private eco tours with clear kayaks, sandbar/dolphin excursions, family fun days, lobstering, and weddings. Family-owned and operated since 2006, with well-maintained USCG-inspected vessels and professional crew departing from A&B Marina at 700 Front St, Key West, FL 33040.

FishMonster Charters & Island Jane offers premium charter adventures in Key West and the Lower Keys, including offshore sportfishing, light tackle fishing, flats/backcountry fishing, split charters, MAX party boat fishing, snorkel adventures, sunset cruises, private eco tours with clear kayaks, sandbar/dolphin excursions, family fun days, lobstering, and weddings. Family-owned and operated since 2006, with well-maintained USCG-inspected vessels and professional crew departing from A&B Marina at 700 Front St, Key West, FL 33040.

Six Fins Charter offers premium private boat charters in Key West from the Perry Hotel & Marina, featuring custom experiences such as sandbar trips, snorkeling adventures, dolphin cruises, sunset cruises, eco excursions, fishing, and jet ski tours on a 30-foot Jeanneau NC 895 luxury boat with USCG-certified captains. All rates include fuel and captain's fee, with free access to hotel pools and gym for guests.