Evening sail on San Diego Bay aboard Wolf
GoSailing San Diego

Sailing in San Diego aboard Wolf

Real sailing on San Diego Bay with Captain Sal and First Mate Sharon. Shared sails from $109 per person, private charters for up to 6 from $259, and hands-on sailing lessons.

  • Six guests max
  • Full refund if we cancel for weather
  • Leaves from Harbor Island

Three ways to go sailing

Every trip leaves from Safe Harbor Cabrillo Isle Marina on Harbor Island and lasts 2.5 to 4 hours, with day, sunset and wildlife sails.

Shared Sail

From $109 per person

Book a seat and join up to 5 other guests aboard Wolf. Choose a day sail, a sunset sail or a 4-hour wildlife sail looking for dolphins and sea lions.

See times and book

Private Charter

From $259 per boat

The whole boat for your group of up to 6. Perfect for families, celebrations and friends, with day, sunset and 4-hour wildlife options. More about private charters

See times and book

Sailing Lessons

From $299 per boat

Private 3 or 4-hour lessons for up to 3 students, from first-timers to ASA-certified sailors: docking, sail trim, man-overboard drills and water safety.

See times and book

Prices are before 12% taxes and fees. Read our reviews on Google and Tripadvisor.

We always try to sail

Sailing is our number one goal: Wolf always tries to sail, and we motor only when we have to. We can't promise wind, but we go looking for it and show you what Wolf, our classic Cal 34, can really do.

Relax with a drink, or take the helm and trim the sails. Age doesn't matter: we'll build your confidence, whether it's your first time on a sailboat or you've sailed for years.

  • A licensed captainCaptain Sal is a USCG-licensed Master with a sailing endorsement and an ASA-certified instructor.
  • Safety firstWolf is purpose-built and reinforced, and our priority is getting everyone home safely.
  • Six guests at mostSmall groups mean room to relax, help sail, or take the helm.
  • Our boat since 2014Wolf, formerly named Spray, has sailed as far as Panama.

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. 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

Sailing in San Diego: your questions

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.

How many people can come?

Up to 6 guests. On a shared sail you join up to 5 other guests; a private charter is just your group.

How long are the sails?

Day and sunset sails are 2.5 hours, wildlife sails are 4 hours, and private lessons are 3 or 4 hours.

Can we bring food and drinks?

Soft drinks, snacks and water are included, and you're welcome to bring wine and beer.

Where do we meet?

At Safe Harbor Cabrillo Isle Marina, 1450 Harbor Island Dr, San Diego, by the seal fountain at the parking lot entrance. We give you a $5 parking voucher that covers your sail.

Ready to go sailing?

Pick your trip and choose a date. We'll see you at the seal fountain.