THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
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.
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.
Book with Mystic Blue Sailing Adventures
Verified experiences and guided adventures in the surrounding area.
Operated by Mystic Blue Sailing Adventures · Key West, Florida
Sail & Stay Dockside is a hybrid sea-and-resort escape in Key West, Florida. Departing from Perry Marina on Stock Island, this private charter pairs a six-hour catamaran sail with an overnight tied at The Perry marina docks, putting the island’s turquoise waters and waterfront dining just steps from your cabin. Boarding feels like stepping into a small private world: a well-maintained cruising catamaran with shaded nets forward, sun pads, a shaded cockpit and a professional captain. The crew tailors the afternoon—snorkeling over patch reefs, easing across the shallows to anchor in a quiet cove, or opening sails for a wind-driven glide along the island chain. The boat’s low draft makes it easy to explore shallow flats; watch for coral heads and the slow, deliberate grazing of parrotfish on reef growth. As the day stretches into sunset the itinerary shifts from adventure to hospitality. The captain motors back to Perry Marina where the boat ties off at Dock A directly in front of The Salty Oyster. For overnight guests the vessel becomes a private dockside retreat: an intimate cabin, fresh linens, and the hum of the marina. Guests have resort access—two pools, fire pits, and multiple restaurants within a short walk—so mornings can start with coffee on deck or an eggs-and-oysters breakfast ashore. This experience stands out because it blends the best local ingredients: the coral-studded water of the Florida Keys National Marine Sanctuary, hands-on sailing, and the convenience of Perry’s waterfront amenities. For small groups—up to six for day sails and up to four for overnights—the trip feels bespoke. Food is a focus: curated meals and BYOB storage let you shape the onboard menu. Flexible departure times and private service mean the day can be paced for families, couples, or friends seeking a celebratory escape. Practical notes: arrival is recommended 30 minutes before departure for safety briefing; trips are weather-monitored and refundable or rescheduled if unsafe. The Great Florida Reef runs offshore, so snorkeling is rich with angelfish, green sea turtles, and coral formations that underscore the Keys’ unique marine ecology. Whether you want a windward afternoon of sailing, a snorkeling stop on a quiet reef, or a dockside night with the convenience of hotel pools and restaurants, Sail & Stay Dockside offers a compact, high-comfort way to live by the water in Key West. Mystic Blue runs the charters and is easy to find—front row on Dock A directly in front of The Salty Oyster at Perry Marina. Free on-site parking and an hourly shuttle from downtown make transitions simple. A 25% deposit secures your date; overnight check-in is 12 p.m. with 10 a.m. check-out. Book early for sunset windows and holiday weekends—and summer holidays.
moderate.
4 hours–overnight (about 12–24 hours).
Moderate fitness: able to climb aboard, move on deck, and swim for snorkeling; not strenuous but active.
Day sails accommodate up to six guests; overnight Sail & Stay dockside accommodations are arranged for up to four guests.
Mystic Blue is front row on Dock A at Perry Marina in Stock Island; free on-site parking is available and an hourly shuttle runs from downtown Key West.
Meal inclusion depends on the trip type: day sails include light snacks and water; extended and overnight options include breakfast, lunch, dinner and snacks—confirm at booking.
Yes—bring beverages; the crew will store and chill items for service aboard.
A 25% deposit secures reservations; trips must be cancelled at least 24 hours in advance to avoid forfeiting deposits—check your booking confirmation for details.
Yes—snorkeling over patch reefs is beginner-friendly, but basic swimming ability is required and guides will brief safe practices before entering the water.
Stock Island is a working waterfront with deep fishing and boatbuilding roots; the nearby Great Florida Reef is the nation’s only living coral barrier reef system stretching offshore.
Guests are asked to use reef-safe products and avoid stepping on coral; captains anchor in sandy patches to minimize damage and support sanctuary rules.
Combine the thrill of sailing with the comfort of a luxurious night at the marina.
Book with Mystic Blue Sailing Adventures