THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
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.
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.
Book with Sail San Diego
Book directly with Sail San Diego for the best rates and real-time scheduling.
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Operated by Sail San Diego · San Diego, California
The afternoon slips into the bay like a practiced hand, and the 40-foot yacht answers. You push off from Shelter Island with six people at most—a number that keeps the cockpit conversational and the deck uncluttered. The harbor opens like a map: the Coronado Bridge arcs across the water, the USS Midway sits low and industrial, and Point Loma’s lighthouses stand on the promontory, watching the channel.
easy.
3 hours.
Suitable for all fitness levels; mostly seated or short moves around the deck
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.
Each sailing yacht is limited to six passengers for a semi-private experience; book all six spots if you want the boat to yourself.
Light snacks, complimentary non-alcoholic drinks and light beers/hard seltzers are included; minimum drinking age applies.
The operator lists wheelchair accessibility—contact them ahead of time to discuss any specific mobility needs or assistance.
A physical boarding pass is provided at the Sail San Diego office on Shelter Island and is required to board your assigned sailboat.
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.
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.
The bay supports sensitive marine habitats—avoid tossing trash or single-use plastics and follow crew instructions to minimize disturbance to wildlife.
Sail San Diego operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
Book with Sail San Diego
Book directly with Sail San Diego for the best rates and real-time scheduling.
Reserve Now