Enjoy a private 2-hour sunset sail aboard the classic yacht Malabar X off Key West’s coast. Experience breathtaking views and hands-on sailing fun on this unforgettable maritime adventure.
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Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for all fitness levels; most of the sail involves relaxing or light activity like steering.
Wildlife
History
The Malabar X is a classic yacht built in the 1930s and lovingly maintained to preserve Key West's rich maritime heritage.
Conservation
Sunset Sail Key West supports ocean preservation by promoting reef-safe products and participating in local marine conservation initiatives.
Sunset Sail Key West
Enjoy a private 2-hour sunset sail aboard the classic yacht Malabar X off Key West’s coast. Experience breathtaking views and hands-on sailing fun on this unforgettable maritime adventure.
Sunset Sail Key West operates in Key West, Florida, offering a curated collection of sailing experiences aboard classic and historic vessels. The company runs private charters and shared sails that depart from Stock Island and Safe Harbor Marina, featuring the historic schooner yacht Malabar X (a 1930 vessel with record-setting victories) and the 1939 wooden schooner When And If (once owned by General George S. Patton). Guests can choose private sunset sails, day sails, and snorkel-and-sunset combinations tailored to small groups and special occasions. Trips range from 90-minute harbor sails to two- and four-hour private charters, with options to raise sails, take the helm, snorkel vibrant coral nurseries, or relax with boutique beverages.
Private charters allow guests to bring their own drinks and snacks and to customize the itinerary. The operation emphasizes personalized service from experienced captains and crew who guide guest participation in sailing activities while maintaining safety and comfort. The fleet’s historic provenance, open deck experiences, and varied itineraries make it suitable for couples, families, and groups seeking an authentic Key West maritime outing. Sunset Sail Key West supports maritime preservation through interpretive sail experiences on classic schooners and promotes responsible snorkeling around coral nurseries. Booking options include scheduled public sails aboard Malabar X and customizable private charters on multiple vessels. Clear departure locations, defined trip durations, and a range of activities provide transparency for planning. Prospective guests should review trip descriptions and availability when selecting between harbor sails, historic schooner experiences, and snorkel combinations. Reserve early today.
Tours Offered
10
Range of day and sunset sails
Historic Vessels
2
1930 and 1939 schooners
Private Charters
Available
Bring personal drinks and snacks
Trip Durations
90–240 min
From 1.5 to 4 hours
Secure a private charter or join a scheduled schooner sail for an authentic Key West maritime experience—check availability and departure points now.
Bring a Light Jacket
Evenings on the water can get breezy, so a light jacket or windbreaker helps keep you comfortable.
Arrive Early to Explore
Arrive 15 minutes before departure to meet the crew and get familiar with the boat.
Apply Reef-Safe Sunscreen
Protect your skin without harming the delicate marine environment by using reef-safe sunscreen.
Motion Sickness Precautions
If you’re prone to seasickness, consider taking medication ahead of the sail.
Light Jacket or Windbreaker
Protects you from evening chill and ocean breezes during the sail.
fall
Reef-Safe Sunscreen
Prevents sunburn while preserving the marine ecosystem.
summer
Wide-Brimmed Hat
Provides additional sun protection during the trip.
summer
Camera or Smartphone
Capture stunning sunset and ocean views.