San Diego Small-Group Afternoon Sailing Excursion — 3-Hour Shelter Island Bay Cruise
Small group, big sky: this three-hour Shelter Island sail keeps the deck to six passengers for a comfortable, semi-private view of San Diego Bay. Expect skyline views, naval icons like the USS Midway, complimentary drinks and a pace set by wind and tide.
The Experience
Before You Go
Confirm your departure by phone
Call Sail San Diego at 619-297-7426 after booking to lock in the variable departure time and avoid being assigned to a different boat.
Bring layers and a windproof jacket
The bay cools quickly once you clear the breakwater; a light, windproof layer and a blanket (provided if needed) keep you comfortable.
Arrive early for boarding pass pickup
A physical boarding pass is issued at the Sail San Diego office on Shelter Island and is required to board—plan extra time for check-in.
Pack motion-sickness prevention
If you’re sensitive to rolling or swell, take medication or use wrist bands ahead of time—the bay can be calm or bouncy depending on wind.
Local Knowledge
Hidden Gems
- •Ask to tack closer to the Point Loma lighthouses for a different perspective than the usual harbor loop
- •Request a pass by the Coronado coastline for unobstructed views of Hotel del Coronado from the water
Wildlife
- •California brown pelican
- •Harbor seal
Conservation Note
The bay supports sensitive marine habitats—avoid tossing trash or single-use plastics and follow crew instructions to minimize disturbance to wildlife.
San Diego Bay has long been a strategic harbor; Point Loma’s historic lighthouse and the area's naval piers reflect two centuries of maritime and military activity.
Photographer's Notes
- • Near Shelter Island marina at departure for wide-angle harbor shots
- • Mid-bay with USS Midway and downtown skyline in frame
- • Approach to Coronado Bridge for dramatic architectural lines
What to Bring
Windproof jacketEssential
Keeps you warm on cooler afternoons and when the wind picks up.
Sunscreen and sunglassesEssential
UV reflects off the water—protect skin and eyes even on overcast days.
Motion-sickness medication or bands
Useful if you’re prone to seasickness; take before you board.
Light backpack or day bag
Stores water, camera, and layers without cluttering the cockpit.
Common Questions
Do I need to call after booking?
Yes—departure times vary by season and you must call Sail San Diego at 619-297-7426 after booking to confirm the exact departure time.
How many people are on each boat?
Each sailing yacht is limited to six passengers for a semi-private experience; book all six spots if you want the boat to yourself.
Is food and drink provided?
Light snacks, complimentary non-alcoholic drinks and light beers/hard seltzers are included; minimum drinking age applies.
Is the trip wheelchair accessible?
The operator lists wheelchair accessibility—contact them ahead of time to discuss any specific mobility needs or assistance.
Where do I pick up my boarding pass?
A physical boarding pass is provided at the Sail San Diego office on Shelter Island and is required to board your assigned sailboat.
What happens if the weather is bad or not enough guests book?
The trip may be canceled for bad weather or insufficient travelers; you’ll be eligible for a full refund if canceled at least 24 hours before departure.
Book This Experience
Check AvailabilityDuration
3 hours
Location
San Diego, California
Difficulty
easy
Fitness Level
Suitable for all fitness levels; mostly seated or short moves around the deck
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