San Diego Sailing Tours
Book a seat on San Diego Bay with Captain Sal and First Mate Sharon. Day sails $109, sunset sails $119 and 4-hour wildlife sails $169 per person, with six guests max.
- Six guests max
- Full refund if we cancel for weather
- Leaves from Harbor Island
Choose your sailing tour
Book a seat and join up to 5 other guests aboard Wolf, our classic Cal 34. Every tour leaves from Safe Harbor Cabrillo Isle Marina on Harbor Island.
Day Sail
Our classic bay tour, sailing past the downtown skyline, the USS Midway and the Star of India. Captain Sal likes the midday wind best.
Sunset Sail
Cocktail hour on deck as the sun goes down over the bay. Bring your own beer and wine; we have soft drinks, snacks and blankets. More about sunset sails
Wildlife Sail
We head out of the bay into the open ocean to look for dolphin pods, migrating whales, seals and seabirds. More about wildlife sails
Prices are before 12% taxes and fees. Online booking is paid in full; to arrange a deposit, call or text us. Groups of 3 or more often pay the same or less with a private charter.
What you'll see from the water
USS Midway Museum
The aircraft carrier museum on the downtown waterfront looks even bigger from the water.
Star of India
The historic tall ship at the Maritime Museum of San Diego, built in 1863.
Sunset over the bay
Golden light on the water and the city skyline on an evening sail.
Along the way: the downtown skyline, the Coronado Bridge, Navy ships, sea lions on the docks, seabirds, passing yachts and, some days, dolphins.
How a shared sail works
Book a seat, meet us at the seal fountain, and step aboard Wolf with up to 5 other guests. Then we go sailing.
- We always try to sailWe motor only when we have to. When Wolf heels, sit on the rail and feel the spray. She was named Spray before she was Wolf.
- Your kind of tourAsk the chattering Captain about the sights, or enjoy a quiet, nature-focused sail.
- Hands on if you likeTake the helm or help trim the sails. No experience needed.
- A licensed captainCaptain Sal is a USCG-licensed Master with a sailing endorsement and an ASA-certified instructor.
Good to know
Where we meet
Safe Harbor Cabrillo Isle Marina, 1450 Harbor Island Dr, San Diego, CA 92101. Meet us by the seal fountain at the parking lot entrance.
Take a ticket at the parking machine; we give you a $5 parking voucher that covers your sail time. Get directions
What's included
Soft drinks, snacks, water, life jackets and other safety gear, blankets and Bluetooth music. You're welcome to bring wine and beer.
Weather and refunds
If we cancel for weather, you get a 100% refund. Cancel 24 hours or more before your sail and you get a full refund.
What to wear
Bring layers, soft-soled shoes and sun protection; it's cooler on the water. What to wear sailing
Other ways to sail with us
Private charter
The whole boat for your group of up to 6, from $259. Day, sunset and 4-hour wildlife sails.
Sailing lessons
Private 3 or 4-hour lessons with Captain Sal, from first-timers to ASA-certified sailors. From $299.
Special occasions
Proposals, anniversaries and romantic sails for two are best as a private charter. For groups over 6 or a burial at sea, call or text 619-488-7763 and we'll arrange it with a partner.
San Diego sailing tours: your questions
What is a shared sailing tour?
You book a seat, not the whole boat, and sail with up to 5 other guests aboard Wolf. Day and sunset sails are 2.5 hours, and the wildlife sail is 4 hours.
Do I need any sailing experience?
No. You can relax and enjoy the ride, or take the helm and trim the sails with Captain Sal's help. Age doesn't matter.
What will we see on the tour?
The downtown skyline, the USS Midway Museum, the Star of India, the Coronado Bridge, Navy ships, sea lions on the docks and seabirds. Some days, dolphins swim by.
Which sail has the best wind?
Captain Sal likes the midday wind best, and afternoons usually bring stronger wind. The sunset sail is all about the view and cocktail hour on deck.
Should I book a seat or a private charter?
For 1 or 2 people, a shared seat is the best value. For 3 or more, a private charter often costs the same or less: a private day sail is $259 for the whole boat.
Do you offer night sails?
Not at the moment. Our latest trip is the sunset sail.
What happens if the weather is bad?
If we cancel for weather, you get a 100% refund. Cancellations made 24 hours or more before your sail are also fully refunded.
Ready to go sailing?
Pick your tour and choose a date. We'll see you at the seal fountain.