Cruises & Tour Services in Little Torch Key, Florida

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 Key West Cocktail Cruise offers a distinctive and refined sunset sailing experience aboard a spacious 47-foot catamaran. Staffed by seasoned hospitality professionals, the cruise emphasizes quality and authenticity, serving handcrafted cocktails made with natural ingredients rather than premixed mixers. The vessel, M/V GOOD TIMES, is equipped with modern marine amenities including custom-padded seating, state-of-the-art sound and lighting, and a full marine head, ensuring comfort and convenience throughout the journey. This cruise stands out by combining expert beverage curation with the stunning natural beauty of Key West’s horizon, creating a unique atmosphere for guests seeking a sophisticated yet relaxed evening on the water. The cruise features an all-inclusive selection of craft beers, fine wines, and specialty cocktails, with daily rotating options that highlight both local South Florida breweries and international wine varieties. Guests can enjoy classic drinks alongside innovative creations such as the Green Flash Margarita and the Sunset Sour, accompanied by lively island music and attentive service. The offerings cater primarily to adults looking for an upscale social outing, including bachelor and bachelorette parties, corporate events, and private charters. Whether guests choose the signature sunset cruise, a late-night stargazer cruise, or a customized excursion, each experience promises a memorable blend of scenic views, expertly crafted beverages, and a welcoming crew dedicated to delivering five-star hospitality.

Tiki Boat Adventures operates in Key West, Florida, offering a distinctive way to explore the region’s renowned turquoise waters. Specializing in intimate tiki-themed boat charters, the company provides a unique blend of relaxation and adventure suitable for groups of up to six guests. Their custom-built floating tiki bars feature thatched canopies and onboard amenities such as bathrooms, creating a comfortable and stylish setting. What sets this business apart is its focus on personalized experiences that take visitors beyond crowded docks to secluded sandbars and protected areas like the Seaplane Basin, allowing guests to enjoy pristine white sand and calm, shallow waters. The company’s offerings include a variety of themed cruises such as sandbar trips, sunset tours, eco-cruises, and happy hour excursions, all designed to showcase the natural beauty and vibrant marine life of the Florida Keys. Customers can expect opportunities to swim, sunbathe, socialize, and even spot dolphins in their natural habitat, all while enjoying the laid-back island atmosphere. Whether celebrating special events like weddings or bachelorette parties or simply seeking a memorable day on the water, guests benefit from experienced captains, well-equipped boats, and flexible private charters tailored to their preferences. The combination of unique tiki boats and carefully curated itineraries ensures a memorable and authentic Key West experience.

Lagerheads Watersports in Key West offers private boat charters, sandbar trips, sunset cruises, bar hopping excursions, snorkeling, and boat rentals, featuring options like the Salty Tiki for backcountry sandbars and sunsets with BYOB, certified guide, coolers, ice, floats, and music.

Key Lime Pirates specialize in top notch entertainment featuring locally residing, world renowned musicians who possess the quirkiness and talent suited for the pirate ship experience. Related offerings include Pirate's Choice Sail & Snorkel Charters in Key Largo aboard the famous 52' pirate ship 'The Pirates Choice', providing snorkeling on coral reefs via glass bottom portholes, 2 and 4 hour sailing adventures, sunset sails, wine and dine dinner dockside, and eco-friendly catamaran sails for sunset, day sailing with swimming/light snorkeling, sail kayaking, and mangrove jungle safaris. Part of Key Lime Sailing Club with all-inclusive activity center, cottages, and ASA learn to sail classes.

Anchor is the top rated yacht rental company in Key West, offering luxury boat and yacht rentals for day charters including 4-hour, 6-hour, full-day, and multi-day trips to destinations like Boca Chica Sandbar, John Pennekamp Coral Reef Park, Dry Tortugas, Miami, Bahamas, and Naples. Charters include a private yacht with Captain and Crew, local cruising fuel, cleaning fees, service fees, taxes, and gratuity on most listings. They cater to bachelor/bachelorette parties, birthdays, and group outings in the Florida Keys boating community.

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