Sail San Diego: Private Yacht Adventures on the Maile for Coastal Exploration
Difficulty
easy
Duration
2–4 hours
Fitness Level
Minimal physical fitness required; mobility to board the sailboat is necessary, suitable for most ages and abilities.
Overview
Discover San Diego’s coastline aboard the private Sailing Vessel Maile. Customize your trip from a relaxing bay cruise to ocean swims, enjoying local brews and expert captains for a coastal adventure unlike any other.
Private Sailing Yacht: 1-14 Guests
Includes Captain & Crew •All Ages Welcome
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About This Adventure
Experience the essence of San Diego with Sail San Diego aboard the Sailing Vessel Maile. Customize your sailing adventure, from exploring the bay to swimming in the ocean, all while enjoying local brews and stunning sunsets. With expert captains and a relaxed vibe, this is the ultimate way to embrace coastal life.
Experience the essence of San Diego with Sail San Diego aboard the Sailing Vessel Maile. Customize your sailing adventure, from exploring the bay to swimming in the ocean, all while enjoying local brews and stunning sunsets. With expert captains and a relaxed vibe, this is the ultimate way to embrace coastal life.
Adventure Tips
Bring Layers for Changing Conditions
San Diego’s bay can turn breezy and cool quickly, even on sunny days—pack a light jacket or windbreaker.
Arrive Early for Shelter Island Parking
Shelter Island can get busy; arriving early helps ensure you find convenient parking near the dock.
BYOB but No Red Wine
You’re welcome to bring beer and white wine for your trip; red wine is currently not allowed on board.
Stay Hydrated and Snack Ready
Complimentary non-alcoholic drinks and snacks are provided, but bringing extra water is always smart for sunny days on deck.
Local Insights
Wildlife
- Pacific dolphins
- California brown pelicans
History
San Diego’s maritime history dates back to Spanish exploration in the 16th century, shaping the city’s strong connection to the Pacific Ocean.
Conservation
Sail San Diego supports clean ocean initiatives and practices responsible waste management to protect local marine ecosystems.
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Adventure Hotspots in San Diego
Frequently Asked Questions
Recommended Gear
Windbreaker or Light Jacket
Protects against cool ocean breezes and afternoon chill on the water.
summer specific
Sunglasses with UV Protection
Essential to shield your eyes from strong reflections off the water.
Non-Slip Boat Shoes or Sandals
Provides safety and comfort while moving around on deck.
Sunscreen with High SPF
Prevents sunburn during extended exposure under open sky.