Experience San Diego Bay Aboard a Private Sailing Yacht
Discover San Diego from the water aboard the private sailing yacht Maile. Customize your adventure with expert local captains, from bay cruises to ocean swims, all set against stunning coastal views.
The Experience
Before You Go
Bring Layers for Changing Conditions
San Diego's coastal weather can shift quickly, especially on the water; bring a windbreaker or fleece to stay comfortable.
Sun Protection is a Must
The sun reflects off the water intensely—pack sunscreen, sunglasses, and a hat to protect yourself.
BYOB for Adult Beverages
You can bring your own beer and wine but no red wine is allowed; the crew provides plenty of ice to keep drinks cold.
Plan Your Swim Stops
If you want to swim, let the captain know ahead of time to find the best calm anchoring spots in the bay or ocean.
Local Knowledge
Hidden Gems
- •Little Italy Harbor Viewpoint just before boarding for great photo ops
- •Nearby Shelter Island Park with walking trails and picnic spots
Wildlife
- •Dolphins often spotted playing near the yacht
- •Harbor seals resting on local buoys
Conservation Note
Sail San Diego practices eco-friendly sailing to minimize impact on marine life and supports local ocean conservation efforts.
San Diego Bay has been a vital naval and trade harbor since the early 1800s, shaping the city’s maritime heritage.
Photographer's Notes
- • Stern deck for sunset portraits
- • Bow of the boat for panoramic water shots
- • Shelter Island shoreline before boarding for cityscape
What to Bring
Windbreaker JacketEssential
Helpful for the cool ocean breeze common in springtime.
Sun HatEssential
Protects your face and eyes during bright, sunny sails.
Light LayersEssential
Evenings can get chilly on the water; layers keep you comfortable.
Waterproof Shoes
Non-slip footwear helps maintain safety on wet decks.
Common Questions
Can we customize our sailing itinerary?
Yes, you choose the duration, route, and activities including swimming stops or just cruising the bay.
Is alcohol allowed on board?
You’re welcome to BYOB beer and wine but no red wine; the crew currently does not serve alcoholic beverages.
What is the maximum group size?
The yacht accommodates up to 14 guests, ideal for intimate gatherings.
Are there restrooms on the vessel?
Yes, the Maile is equipped with onboard restrooms for guest comfort.
Is sailing suitable for children?
Absolutely, the experience is family-friendly and open to all ages.
What happens if the weather is bad?
Trips may be rescheduled or canceled due to unsafe weather conditions to ensure safety.
Book This Experience
Check AvailabilityDuration
2–4 hours
Location
San Diego, California
Difficulty
easy
Fitness Level
Basic mobility and comfort on a boat deck needed; no special physical conditioning required.
Topics
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