Having Trouble? Please call (831) 372-7245 to complete your reservation.


Open Bay Crusies

Experience the beauty and tranquility of a boat under sail. Our fun, adventurous and safe bay cruise are guided by skilled and USCG licensed captains. We typically get to see otters, sea lions, dolphins and whales on our bay cruises. We take out small groups of about 6 people every trip instead of 106 when compared to a power vessel. With no diesel fumes or engine noises the tranquility and peace experienced while sailing creates an outstanding experience for all of our passengers. Only question is why wouldn’t you want to go out with us ? Make a reservation by clicking the book now button on the right.

1 hour Bay Cruise – $39 Adult / $25 Children*
2 hour Bay Cruise – $69 Adult / $45 Children* (cost is 75 $ for adult and 45 $ for kids if doing the sunset cruise)
3 hour Bay Cruise – $99 Adult / $75 Children*

*Under the age of 12

Starting at
$39/per 11:00am - 6:00pm

Sunset Cruise and Sunset Appetizer Cruise

Our most-popular and romantic cruise with or without hors d’oeuvres. The appetizer option includes two hors d’oeuvres beginning with brie cheese, sliced pear, red grapes and stone ground crackers, and spicy red pepper humus and whole wheat pita. Sail alongside otters, sea lions, porpoise, and dolphins while watching a gorgeous Monterey Bay sunset with your sweetheart.

Sunset Cruise                           $75 adults / $49 children

Sunset Appetizer Cruise      $89 adults / $69 children

Starting at $75/per 3:30pm - 5:30pm

Sunset Dinner Cruise

Four Courses: Start off with refreshments, brie, pear, grapes and stone ground wheat crackers as you tack up the beautiful coastline of Cannery Row to Point Pinos. As we turn downwind, you’ll dive into a Fresh Spinach Salad topped with Cranberries and glazed Walnuts followed by a fresh Monterey Bay grilled salmon entree. Finally, you’ll enjoy chocolate and vanilla macaroons for Dessert!

2 hour Sunset Dinner Cruise – $115 per person
2 hour Private Sunset Dinner Cruise for Two – $399

$399 3:30pm - 5:30pm

Give the gift of sailing

Give the gift of sailing. With gift certificate options ranging from a simple one hour cruise to a private sunset dinner cruise gift options abound. You can also order a dollar amount on your certificate and use that certificate towards any sailing related activity or merchandise we sell. Makes great birthday, fathers day or just about any day gifts.


All Day Private Charter

Enjoy a tranquil day on the bay aboard one of our vessels. Great for private getaways, proposals, mini vacations and so much more. All day charters start at 11 AM and go until sunset throughout the year. Enjoy the whole day with the boat to yourself or bring along other friends or family. The possibilities are limitless. One week advance notice is required.

Starting at
$700 Call for Availability

Private Sunset Bay Cruise

Enjoy a private sunset cruise with up to five additional friends or family members. Sunset sails are beyond breathtaking in beauty and lend themselves to capturing these intense photographic memories of our colorful bay.

2 Hour Private Sunset Bay Cruise -$369

$369 3:30pm - 5:30pm

Wedding Services (up to 6 Passengers)

Monterey Bay Sailing has provided intimate matrimonial ceremonies for Central Coast families since 1999.  Friends and relatives rejoice with their loved ones in the peace and tranquility that only the sea can provide.  Our yacht gently flies across the Bay in silence, comfort, and safety.  The beauty of the diverse marine life enriches the marriage rite with a joyous serenity, lending a very spiritual dimension that our couples are seeking.

2 hour ♥ Wedding Service – $499

$499Available 7 days a week