San Diego Sailing Charters
The whole boat for your group of up to 6, with Captain Sal and First Mate Sharon. Private day sails $259, sunset and 4-hour wildlife sails $357.
- Just your group, up to 6
- Full refund if we cancel for weather
- Leaves from Harbor Island
Choose your private charter
One price for the whole boat, whether you bring 2 guests or 6. Every charter leaves from Safe Harbor Cabrillo Isle Marina on Harbor Island.
Private Day Sail
Sail past the downtown skyline, the USS Midway and the Coronado Bridge at your own pace. Relax with a drink, or take the helm.
Private Sunset Sail
Perfect for birthdays, anniversaries and proposals. Bring your own beer and wine, and your own playlist, for cocktail hour on deck. More about sunset sails
Private Wildlife Sail
We head out of the bay into the open ocean to look for dolphin pods, migrating whales, seals and seabirds, with just your group aboard. More about wildlife sails
Prices are for the whole boat, before 12% taxes and fees. Online booking is paid in full; to arrange a deposit, or to ask about a different start time or a longer sail, call or text us. Sailing with just 1 or 2? A shared sailing tour may suit you better.
Your boat, your group
On a private charter there are no strangers aboard. It's just you, your people and the bay.
You and your friends
A girls' day out, a reunion or a weekend visit. Bring the whole crew.
Your crew, your music
Plug in your playlist over Bluetooth, bring your own beer and wine, and help sail if you like.
All ages aboard
Grandparents to grandkids, everyone can take part. Family sailing
Special help available
That's author Teri Siri at Wolf's wheel. Tell us about any special needs when you book, and we'll plan your sail around them. Read Teri's memoir, Pretty for a Crippled Girl.
Made for celebrations
A sailing charter turns a special day into a story. Tell us what you're celebrating when you book.
- BirthdaysToast the birthday guest with the city skyline as the backdrop.
- Anniversaries and proposalsA romantic private sail for two, timed to the sunset.
- Family get-togethersReunions, visiting relatives and graduations.
- Small private partiesUp to 6 guests, your drinks and your music.
Why charter Wolf
- We always try to sailWe motor only when we have to. When Wolf heels, sit on the rail and feel the spray.
- Your pace, your planRelax and enjoy the view, or take the helm and trim the sails. No experience needed.
- A licensed captainCaptain Sal is a USCG-licensed Master with a sailing endorsement and an ASA-certified instructor.
- Our boat since 2014Wolf, formerly named Spray, is a classic Cal 34 that 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 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
Shared sailing tours
Book a seat and join up to 5 other guests. Day sails $109, sunset sails $119 and wildlife sails $169 per person.
Sailing lessons
Private 3 or 4-hour lessons with Captain Sal, from first-timers to ASA-certified sailors. From $299.
Bigger groups
More than 6 guests, or planning a burial at sea? Call or text 619-488-7763 and we'll arrange it with a partner.
San Diego sailing charters: your questions
How much does a private sailing charter cost?
The whole boat for up to 6 guests is $259 for a 2.5-hour day sail, $357 for a 2.5-hour sunset sail and $357 for a 4-hour wildlife sail. Prices are before 12% taxes and fees.
How many people can come?
Up to 6 guests. For a bigger group, call or text us and we'll arrange it with a partner.
Is a private charter worth it for a small group?
For 3 or more people, usually yes. Three seats on a shared day sail cost $327, while a private day sail is $259 for the whole boat.
Can we choose our own start time or sail longer?
Call or text us. If Wolf is free, we'll do our best to set a time and length that suits your group.
Do we 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. All ages are welcome.
Can we bring drinks?
Soft drinks, snacks and water are included, and you're welcome to bring wine and beer.
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 charter Wolf?
Pick your charter and choose a date. We'll see you at the seal fountain.