October Sailing Events

UPCOMING SPECIAL EVENT SAILS:
SANTA CRUZ FALL FIREWORKS CRUISES
Saturday, October 4 and Saturday, October 11
TICKETS

This October marks two notable celebrations in Santa Cruz County. The Santa Cruz Wharf is celebrating its centennial all day on Saturday, October 4 and topping off the events with a fireworks show at 9 PM. The Monte Foundation is holding its 20th anniversary celebration on Saturday, October 11 and setting off their fireworks spectacular in Capitola. On these nights, OYC's two-hour cruises will provide a unique and ideal vantage point to see the fireworks from, along with complimentary gourmet pizza. 

• Santa Cruz Wharf Centennial Fireworks Cruise | Saturday, October 4 at 8 PM | $45 SOLD OUT
• Monte Foundation Fireworks Cruise | Saturday, October 11 at 7:30 PM | $45

Advance purchase is strongly recommended.

LOCAL WINE TASTING SAIL
feat. VINO TABI WINERY
Wednesday, October 1 at 6 PM
TICKETS

Join Vino Tabi Winery for the last time this season aboard the Team O'Neill catamaran on an unforgettable Wednesday night cruise. Pouring signature varietals and pairing them with an array of treats and sweets, Vino Tabi sommeliers provide a fun, interactive way for passengers to learn about wine against the backdrop of the local Wednesday night sailboat races. This 1.5-hour sail departs at 6 PM and tickets are $40.

LOCAL BEER SAMPLING SAIL
feat. DISCRETION BREWING

Friday, October 3 at 6 PM

TICKETS SOLD OUT!

Kick off the weekend with great views and sampling of brews! This Friday OYC is teaming up our friends at Discretion Brewing for the last time this season to give you a sampling of some of their tasty brews, while sailing on the beautiful Monterey Bay. Gourmet pizza by Pleasure Pizza's East Side Eatery is included, and Discretion's friendly staff will be pouring. Sail and get to know your local brewers! Tickets are $40 and advance purchase is strongly recommended.

FEATURED WEEKLY SAIL:

1.5-HOUR SUNSET SAILS

Select Fridays, Saturdays & Sundays at various times

TICKETS


Enjoy the breathtaking Santa Cruz sunset aboard the 65' Team O'Neill catamaran, while discovering the beauty of the Monterey Bay. These relaxing sunset cruises along the picturesque Santa Cruz coastline are perfect for outings with the whole family or just a date with your loved one.


On these unforgettable sails, you will:

• Experience the fun of sailing on a smooth, stable catamaran that new or experienced sailors will enjoy. 


• Sail out in the bay along the scenic Santa Cruz coastline, taking in such sights as the Santa Cruz Beach Boardwalk, Santa Cruz Wharf, multiple lighthouses and beautiful beaches.

• Check out the surfers at the world famous Steamer Lane.


• Sail through the kelp forest where you may catch a glimpse of sea lions, seals, sea otters, turtles and dolphins. Look out farther on to the bay and you may even spot a whale or two.

• Enjoy the beautiful sunset!

The Team O'Neill is open and spacious with plenty of room to stretch out. You can walk the deck, roll on the trampoline or simply sit back and enjoy the ride. Our experienced captains and crew will make sure your sail is fun and safe for the whole family.

Late September Sailing Events

LOCAL WINE TASTING SAIL

feat. BONNY DOON VINEYARD

Wednesday, September 24 at 6 PM

TICKETS



Join Bonny Doon Vineyard aboard the Team O'Neill catamaran for an unforgettable Wednesday night cruise. Pouring signature varietals and pairing them with an array of treats and sweets, Bonny Doon sommeliers will provide a fun, interactive way for passengers to learn about wine against the backdrop of the local Wednesday night sailboat races. This 1.5-hour sail departs at 6 PM and tickets are $40. 













FEATURED WEEKLY SAIL:

1.5-HOUR SUNSET SAILS

Select Fridays, Saturdays & Sundays at various times

TICKETS


Enjoy the breathtaking Santa Cruz sunset aboard the 65' Team O'Neill catamaran, while discovering the beauty of the Monterey Bay. These relaxing sunset cruises along the picturesque Santa Cruz coastline are perfect for outings with the whole family or just a date with your loved one.


On these unforgettable sails, you will:

• Experience the fun of sailing on a smooth, stable catamaran that new or experienced sailors will enjoy. 


• Sail out in the bay along the scenic Santa Cruz coastline, taking in such sights as the Santa Cruz Beach Boardwalk, Santa Cruz Wharf, multiple lighthouses and beautiful beaches.

• Check out the surfers at the world famous Steamer Lane.


• Sail through the kelp forest where you may catch a glimpse of sea lions, seals, sea otters, turtles and dolphins. Look out farther on to the bay and you may even spot a whale or two.

• Enjoy the beautiful sunset!

The Team O'Neill is open and spacious with plenty of room to stretch out. You can walk the deck, roll on the trampoline or simply sit back and enjoy the ride. Our experienced captains and crew will make sure your sail is fun and safe for the whole family.

September Sailing Events: Week 2

UPCOMING SPECIAL EVENT SAIL:
LOCAL WINE TASTING SAIL
feat. VINO TABI WINERY
Wednesday, September 17 at 6 PM
TICKETS

Join Vino Tabi Winery aboard the Team O'Neill catamaran for an unforgettable Wednesday night cruise. Pouring signature varietals and pairing them with an array of treats and sweets, Vino Tabi sommeliers will provide a fun, interactive way for passengers to learn about wine against the backdrop of the local Wednesday night sailboat races. This 1.5-hour sail departs at 6 PM and tickets are $40.

FEATURED WEEKLY SAIL:
1.5-HOUR SUNSET SAILS
Select Fridays, Saturdays & Sundays at various times
TICKETS

Enjoy the breathtaking Santa Cruz sunset aboard the 65' Team O'Neill catamaran, while discovering the beauty of the Monterey Bay. These relaxing sunset cruises along the picturesque Santa Cruz coastline are perfect for outings with the whole family or just a date with your loved one.


On these unforgettable sails, you will: 

• Experience the fun of sailing on a smooth, stable catamaran that new or experienced sailors will enjoy. 

• Sail out in the bay along the scenic Santa Cruz coastline, taking in such sights as the Santa Cruz Beach Boardwalk, Santa Cruz Wharf, multiple lighthouses and beautiful beaches.
• Check out the surfers at the world famous Steamer Lane.

• Sail through the kelp forest where you may catch a glimpse of sea lions, seals, sea otters, turtles and dolphins. Look out farther on to the bay and you may even spot a whale or two.
• Enjoy the beautiful sunset!

The Team O'Neill is open and spacious with plenty of room to stretch out. You can walk the deck, roll on the trampoline or simply sit back and enjoy the ride. Our experienced captains and crew will make sure your sail is fun and safe for the whole family.

September Special Events: Week 1

LOCAL BEER SAMPLING SAIL
feat. DISCRETION BREWING
Friday, September 5 at 6 PM
TICKETS

Kick off the weekend with great views and sampling of brews! This Friday OYC is teaming up our friends at Discretion Brewingto give you a sampling of some of their tasty brews, while sailing on the beautiful Monterey Bay. Gourmet pizza by Pleasure Pizza's East Side Eatery is included and Discretion's knowledgable staff will be pouring. Sail and get to know your local brewers! Tickets are $40 and advance purchase is strongly recommended.

FEATURED WEEKLY SAIL:
WED. NIGHT SAILBOAT RACES SAIL
Wednesdays at 6 PM
TICKETS

The perfect way to end the day and start your evening is with a sail aboard the Team O'Neill catamaran! Join us as we sail alongside the Wednesday night sail boat races on Monterey Bay, where everyone wants to get a front row seat. Perfect for couples, families, celebrations or just a great way to get away for a while.

During these lovely evening sails you will:

• Experience the thrill and excitement as upwards of 50 local sailboats head out onto Monterey Bay for the Wednesday Night Races. There's no winner, just lots of fun, fast boats, and smiles all around!
• Savor the sea breezes and the colorful display of sailboats while relaxing on board with friends during this 1.5-hour sailing experience.

Alcoholic and non-alcoholic beverages are available for purchase and as always, packing a picnic dinner is encouraged.
Cruises are limited to 49 passengers, so don't miss this unique opportunity to cruise along the picturesque Santa Cruz coastline aboard the spacious 65' Team O’Neill catamaran.