Set sail from San Diego on this small-group sailing tour! Choose from a daytime sail in San Diego Harbor or a sunset sail on the open ocean. This three-hour adventure on a Catalina-style sailboat is limited to just six people, allowing you a comfortable, semi-private experience (or, grab five friends and fill up the whole boat!). Sit back, relax and enjoy the complimentary beer, wine, soft drinks and snacks as you soak in the warm sun or watch it drop into the horizon with the glistening city lights behind you.
- Small-group tour
- Likely to Sell Out
- Instant Confirmation
- Free drinks included
- Free snacks included
- Choice of several departures throughout the day
- All-inclusive tour
Whether you’re on vacation, celebrating a special occasion or just looking to take advantage of a beautiful Southern California day, this small-group sailing trip in San Diego is a great way to spend time on the water with your loved one or a group of friends. Choose from two sailings – either a daytime adventure in San Diego Harbor or a sunset cruise that takes you out on the Pacific to watch the sunset. Both tours are three hours long.
No matter which sail you choose, your captain will ensure that you have the best possible time on the water. As you admire the views, enjoy the complimentary beer, wine, soft drinks and snacks. If you get chilly, grab one of the provided polar-fleece jackets, blankets, hats or wind-gear. If the sun is too bright, slather on the complimentary sunscreen or don a pair of provided sunglasses. And use the provided binoculars to admire the coastline or look for wildlife! You can even bring your own music to plug into the boat’s surround-sound system.
Please note: The boat is limited to six (6) passengers. To make it a private adventure, book all six spaces and bring along five friends!
Schedule details
Small-Group San Diego Sailing Excursion
Select a month to view a calendar of availability and departure details.
Departure Point:
Shelter Island, San DiegoDeparture Time:
- Morning sails depart between 9am and 9:30am
- Afternoon sails depart between 1:30pm and 2pm
- Sunset sails depart approximately 2 hours prior to sunset. Exact time of departure will be advised upon reconfirmation
Return Details:
Returns to original departure pointPricing information
Click the link below to check pricing & availability on your preferred travel date. Our pricing is constantly updated to ensure you always receive the lowest price possible.
Tour options:
3-hour half-day sail, complimentary snacks and beverages. Afternoon sail departs between 12:30pm-1pm
3-hour sunset sail, complimentary snacks and beverages. Sunset sail departs approximately 2 hours prior to sunset
Additional information
Small-Group San Diego Sailing Excursion
Inclusions:
- 3-hour sailing cruise
- Snacks
- Unlimited beer, wine and soft drinks
Exclusions:
- Hotel pickup and drop-off
- Gratuities (optional)
Additional Information:
- Confirmation will be received at time of booking
- Please note: Each booking is limited to six (6) passengers.
Voucher Info:
You can present either a paper or an electronic voucher for this activity. What's this?
Local Operator Information:
Complete Operator information, including local telephone numbers at your destination, are included on your Confirmation Voucher. Our Product Managers select only the most experienced and reliable operators in each destination, removing the guesswork for you, and ensuring your peace of mind.

101 reviews