Tailored private charters, sunset sails, overnight trips and multi-day expeditions departing Key West, Florida.
A curated collection of private sails from three-hour sunsets to five-day Dry Tortugas expeditions.
boat-charters · Key West
Set sail from Perry Marina for a private three-hour catamaran cruise and watch Key West’s legendary sunset from trampolines and rooftop vantage points. Perfect for couples, small groups, and celebrations—BYOB and light snacks included.
Mystic Blue Sailing Adventures operates private sailing charters out of Key West, Florida, offering a range of tailored day, overnight, and multi-day experiences. Featured on The Adventure Collective, Mystic Blue runs intimate trips aboard a luxurious catamaran and private boat options that focus on personalized service, scenic routes, and on-water comfort.
Trip options include short outings such as the Three-Hour Sunset Sail, multi-hour Half Day and Full Day sails, and extended adventures like Two Nights, Three Days; One Night, Two Days; and Four Nights, Five Days to the Dry Tortugas. Guests can combine sailing with a dockside stay at Perry Marina through the Sail & Stay Dockside package. Activities commonly offered across itineraries include snorkeling on vibrant reefs, kayaking, relaxing on trampolines and hammocks, and exploring landmarks such as Fort Zachary Taylor and Fort Jefferson.
Meals range from casual to gourmet depending on the chosen trip, and longer itineraries emphasize private dining and remote anchoring for starry-night experiences. The fleet accommodates up to the number of guests specified in each listing, and each charter is tailored to the party’s preferences for pace and activities. Mystic Blue emphasizes immersive, private sailing adventures that showcase the natural beauty of the Florida Keys, from sunset cruises to multi-day expeditions to remote islands and reefs. For travelers seeking a private, customizable sailing experience in Key West, Mystic Blue Sailing Adventures provides options that suit romantic outings, celebrations, and extended ocean exploration. Reservations and itineraries are available online through listing details and booking contact options.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Departures from Key West harbor
Range from 3-hour to 5-day trips
Fully private charter experiences
Includes overnight and multi-day trips
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Mystic Blue Sailing Adventures listing.
Mystic Blue Sailing Adventures offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Reserve a tailored sunset sail, overnight charter, or multi-day expedition aboard Mystic Blue for a private, unforgettable Florida Keys escape.
boat-charters · Key West
Turn three days into a true sailing experience aboard Mystic Blue. Private charters, gourmet meals, swim platforms and stargazing make this a standout way to explore the shallow coral flats and backcountry channels off Key West.
boat-charters · Key West
Trade the shoreline for a private eight-to-ten-hour sail with Mystic Blue out of Perry Marina. Explore remote reefs and sandy keys, enjoy a thoughtfully prepared lunch, and return refreshed after a day of snorkel, sail, and seaside stories.
boat-charters · Key West
Spend an afternoon sailing a private catamaran, then sleep aboard while tied at Perry Marina on Stock Island. Perfect for small groups who want reef snorkeling, sunset sails, and easy access to pools and waterfront dining.
boat-charters · Key West
Sleep under star-filled skies aboard Mystic Blue and wake to turquoise Keys. This private overnight charter from Perry Marina & Hotel pairs thoughtful meals, flexible itineraries, and small-group sailing for an unforgettable night at sea.
boat-charters · Key West
Spend five days aboard the Mystic Blue from Key West to the Dry Tortugas: two nights on remote beaches, world-class snorkeling, and star-filled anchorages. This private, crewed charter for up to six blends marine exploration with historical shoreline walks.
boat-charters · Key West
Spend a half day aboard a private Mystic Blue charter out of Perry Marina. Snorkel coral gardens, relax on trampolines and hammocks, and enjoy access to on-site pools and restaurants for a flexible Key West escape.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.