San Diego Sunset Sailing: Small-Group Catalina Cruise from Shelter Island
Catch San Diego from the water on a three-hour, small-group sunset sail aboard a Catalina sloop. Limited to six guests, the cruise passes Point Loma, the USS Midway, and Coronado while offering complimentary drinks, blankets, and binoculars.
The Experience
Before You Go
Confirm your departure time
Call Sail San Diego after booking to get the exact departure time—times vary by season and the operator requires confirmation.
Dress in layers
Even warm days cool dramatically on the water—bring a windproof layer and a warm mid-layer for the last hour of the sail.
Bring ID for drinks
Alcohol is complimentary but you must be 21+ and carry valid photo ID if you plan to drink.
Arrive early for boarding pass
A physical boarding pass is issued at the Sail San Diego office; arrive 20–30 minutes early to check in and pick it up.
Local Knowledge
Hidden Gems
- •Sail close to the USS Midway for a rare low-angle photo of the carrier (ask the captain to position safely).
- •Watch for afternoon chum lines near Point Loma where dolphins often hunt; they’re best spotted from the bow.
Wildlife
- •Pacific white-sided dolphins
- •California sea lions
Conservation Note
Respect wildlife by keeping distance and never feeding marine animals. Operators follow local regulations to minimize disturbance and prevent pollution—pack out trash and avoid single-use plastics.
Point Loma has served as San Diego’s maritime gateway since the 19th century; the nearby USS Midway is a decommissioned aircraft carrier that maps the city’s naval legacy.
Photographer's Notes
- • Forward bow for expansive ocean and bridge shots
- • Alongside the USS Midway for dramatic low-angle images
- • Off Point Loma to silhouette the lighthouse against the sun
What to Bring
Windproof jacketEssential
Shields against the cold marine breeze as the sun drops behind Point Loma.
Non-slip deck shoesEssential
Provides secure footing on wet or moving decks during maneuvers.
Photo gear with polarizing filter
Reduces glare and deepens colors for sunset and skyline shots.
Government-issued photo IDEssential
Required if you plan to consume alcohol on board.
Common Questions
How many people are on each boat?
Each Catalina sailboat is limited to six passengers; book all six tickets for a private charter.
Do I need a boarding pass?
Yes—Sail San Diego issues a physical boarding pass at their Shelter Island office that you must present to board.
Are beverages included?
Complimentary light beers, hard seltzers, non-alcoholic drinks, and snacks are provided—bring ID for alcoholic service.
What if bad weather cancels the sail?
Trips are refundable if cancelled for weather or insufficient passengers; cancel at least 24 hours for a full refund per the operator policy.
Is the cruise wheelchair accessible?
Yes, the activity is listed as wheelchair accessible—contact the operator ahead of time to ensure any special boarding assistance you need is arranged.
What about seasickness?
The cruise stays in the bay and nearshore ocean; motion varies—centerline seating, over-the-counter remedies, or wrist bands can help if you are prone to nausea.
Book This Experience
Check AvailabilityDuration
3 hours
Location
San Diego, California
Difficulty
easy
Fitness Level
Suitable for most fitness levels; ability to step on/off the dock and move on deck is needed.
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