Our summer sailing season is coming to a close at the end of October, but there’s still time for you to come aboard and enjoy a sail on the Team O’Neill before then! This month we’re finishing out our Local Wine Tasting and Beer Sampling Sails, as well as our Sunset Sails, Daytime Sails and Regatta Sails. Each of these 1-hour and 1.5-hour cruises offers you the beauty of the Monterey Bay and Santa Cruz coastline, an ideal vantage point to see the abundant marine life and the opportunity to experience a smooth, fun sail aboard. Get your tickets today!


Monte Foundation Fireworks Sail
Come and enjoy the 21st Annual Monte Foundation fireworks show from the best view on the Monterey Bay. The professional fireworks display will be set off in Capitola and we offer a fantastic 2-hour evening cruise to give you the most memorable experience. The Team O’Neill will get you in prime positioning to see it all. Small sweets will be served during the sail and an assortment of non-alcoholic and alcoholic beverages can be purchased in the galley bar throughout the sail. Tickets are $45.

  • Sunday, October 11 @ 7:30 PM

Final Local Wine Tasting Sails
On our Local Wine Tasting Sails, we invite a Santa Cruz-based winery aboard to pour their signature wines and share with passengers a little bit about the winemaking process. Light hor d’oeuvres are included. Tickets are $40 for adults and $35 for minors.

  • Wednesday, October 7 @ 5:30 PM feat. Private Vine Wines
  • Wednesday, October 14 @ 5:15 PM feat. Bonny Doon Vineyard
  • Wednesday, October 28 @ 5 PM feat. MJA Vineyards

Final Local Beer Sampling Sails
Aboard the Local Beer Sampling Sails, you’ll get to meet the brewing team behind the craft beers, as well as enjoy a variety of gourmet pizza prepared by Pleasure Pizza’s East Side EateryTickets are $40 for adults and $35 for minors.

Halloween Daytime Sails
Kick off your Halloween festivities on the Team O’Neill, and join us on Saturday, October 31 for the final day of the sailing season! Both afternoon sails boast great views of the coastline and marine life. All costumed passengers receive candy (footwear restrictions still apply) and little sailors age 4 and younger sail for free. Tickets are $20 for the 1-hour sail and $30 for the 1.5-hour sail.

  • Saturday, October 31 @ 1 PM / 1.5-hour Daytime Sail
  • Saturday, October 31 @ 3:30 PM/ 1-hour Daytime Sail