2hrs • Come enjoy a pre-Happy Hour Sunshine Sail!
Set sail aboard Malabar X for a refreshing two-hour daysail in Key West. Whether you want to relax on deck or take the helm, this classic schooner offers stunning views and sea breezes perfect for an afternoon escape.
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Difficulty
easy
Duration
2 hours
Fitness Level
No special fitness required; suitable for all ages and abilities.
Wildlife
History
Key West’s maritime heritage dates back to the early 1800s as a shipping and fishing hub, influencing its cultural mix.
Conservation
Malabar X operates with eco-friendly practices, supporting marine conservation efforts in the fragile Keys ecosystem.
Sunset Sail Key West
2hrs • Come enjoy a pre-Happy Hour Sunshine Sail!
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.
Arrive Early to Get Settled
Arrive 15 minutes early to check in and pick your preferred seating on deck for unobstructed views.
Bring Sunscreen and a Hat
The open deck means ample sun exposure—protect your skin and eyes throughout the sail.
Wear Non-Slip Shoes
Secure footwear helps maintain stability on the wet deck during the sail.
Motion Sickness Remedies
If prone to sea sickness, consider medication or natural remedies before boarding.
Sunglasses
Protect your eyes from glare off the water during the sail.
summer
Light Jacket
Evening breezes can be cool; a light jacket keeps you comfortable.
spring
Reusable Water Bottle
Staying hydrated under the sun is important on the water.
summer
Camera or Smartphone
Capture stunning ocean views and sunset moments from the deck.