Key West Location
Our Key West Base is Ideally Located for Access to the Best Key West Marinas and Sailing Areas
Charisma Sailing Services in Key West
From our conveniently located Key West office location we have easy access to the best marinas and sailing areas. Check out what we have to offer!
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Earn Advanced Sailing Skills & Certifications through our US Sailing Accredited School in Key West, Florida!
We Create Personalized Pathways to Achieve Sailing Proficiency with Sailing Instructions and Certifications on Your Choice of:
Monohull Sailing Yachts
Catamaran Sailing Yachts
Sailing Keelboats
Our competent team is looking forward to helping you choose the right private or group instructions, courses, and certifications for your skill level - on our boats or yours.
Click here to learn more about LEARN TO SAIL and US SAILING CERTIFICATION COURSES.
For information, visit our KEY WEST SAILING COURSES section.
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Sail in the Tropical, Most Southernmost Locations of the US
Experience the joy of sailing from Miami across Biscayne Bay or enjoy the tropical Florida Keys from aboard our monohull sailboats and sailing catamarans from Key West.
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Our skilled and experienced team is looking forward to helping owners with the perfect balance of enjoying their yacht and preserving its value in a charter fleet under the guidance of fiduciary caretakers.
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The Perry Hotel & Marina
The largest deep water marina in all of the Florida Keys, The Perry Marina is more than just a place to dock your boat. It’s a community—home to a unique sailing culture and renowned local history.
With direct ocean access, 220 slips, and the ability to accommodate vessels up to 300’; the marina is proud to welcome an eclectic array of boats and boaters alike.
Every reservation includes dockage, water, pump-out, and access to the long list of amenities that make this the best marina in Key West.
MARINA AMENITIES
Access to the amenities of the Perry Hotel, including two swimming pools, dockside restaurants and bars, 24-hour Fitness Center and more.
Marina Facilities
Fuel Dock
Dock Shop with ice, drinks, snacks
Clean and private bathhouses
Two spacious dog parks
F45 Training gym
Modern laundry facilities
Bathhouses
Private Captain’s Lounge
Services
Shuttle service to Downtown Key West
Complimentary Wi-Fi access
24-hour security and code-protected gates and facilities
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Stock Island Marina
Discover a hidden gem in paradise at Stock Island Marina, strategically nestled along the unspoiled Atlantic Ocean shoreline and the mesmerizing Boca Chica Channel in the captivating Florida Keys.
Indulge in a luxurious marina experience, including a scenic waterfront pool, versatile lodging and event spaces, and a convenient fuel dock and ship store.
Stock Island Marina is uniquely positioned to enhance your passion for sailing with scuba diving, ecotourism adventures, and world-renowned sport fishing in the breathtaking expanse of the Florida Keys. Your ultimate maritime retreat awaits.
MARINA AMENITIES
Just steps away from their slip, all guests have access to a full list of first-rate amenities.
Fuel Dock
Diesel and REC-90 Fuel
Ship Store
Drinks (sodas, beer, & wine)
Snacks
Bait & Tackle
Boat cleaning supplies
Small selection of apparel
Facilities
Waterfront Condo Rentals
Waterfront Pool
Private Beach
Jack's Poolside Bar
Fitness Center & Sauna
Laundry and Shower Facilities
Services
Complimentary WiFi
Complimentary Pump-out
24hr Security
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Ocean's Edge Resort & Marina
At Oceans Edge, the character of the Florida Keys plays out across 20 acres of palm trees, swimming pools, an enchanting restaurant with patio seating, and luxurious guest rooms - creating a destination resort in lockstep with Stock Island’s laid-back vibe.
With the hotel’s 2017 debut, the famous Oceanside Marina Key West was reintroduced following a full renovation. With plenty of depth for even the largest sailboats, this has also been the nautical paradise for fishing enthusiasts for more than 35 years, this marina has been host to over 400 International Game Fish Association (IGFA) world records. The friendly and knowledgeable staff is on hand to catch lines, assist with a fill up, pump out and more. And don’t forget to ask about their favorite fishing spots, secluded islands, and sandbars!
MARINA AMENITIES
Fuel dock with gas, diesel, and ice
12-foot deep-water access
24-hour security
Fully covered & dry-rack storage facility
Vessel lengths 25'-140'
111 wet slips
52 dry storage racks
Marina bathhouse
Docking assistance
Laundry
Cable TV
Pools
Restaurant
