We use cookies to optimise your experience on Travelzoo. By using our website, you are agreeing to allow this. For more information, see our Privacy & Cookie Policy »

  1. S.F. Bay Area
  2. San Francisco
  3. ‘Spectacular’ 3-Hour Bay Cruise w/Wine, 43% Off
Deal Cart (0)
Updating Deal Cart
Order Total
Proceed to Payment
Your deal cart is empty. When you add a deal, it will appear here. Updating Deal Cart

‘Spectacular’ 3-Hour Bay Cruise w/Wine, 43% Off

Sold out - This deal was published April 04, 2014 and sold out September 28, 2014.
By Amanda Retzer
Set sail across the bay on a sunset cruise with champagne or during the day with wine tastings -- a “spectacular” experience (Travelzoo guest).

Why we love it

  • Depart from Treasure Island, the Oakland Embarcadero or Jack London Square
  • Choose to sail during the day or sunset with 9 a.m., 1 p.m. and 5:30 p.m. departures
  • Each cruise includes wine: tastings during the day or a glass during the evening
  • Earns a 5-star rating on Yelp
  • Past Travelzoo guests say the captain is "delightful" and a fantastic teacher


April 4, 2014 - Oct. 4, 2014; dates vary by voucher


Afterguard Sailing Academy
Multiple locations
(See Map)

What's included

  • $79 for a three-hour sailing tour for one departing from port of choice (reg. $138)
  • Day sails from SF include an hour of tastings at The Winery SF, CityVoter's 2014 Best SF Winery
  • East Bay sails include tastings at Irish Monkey Cellars, which earns 5 stars on Yelp (sails from Central Basin), or Cerruti Winery, winner of gold at the SF International Wine Competition (from Jack London Square)
  • All sunset sails provide hot chocolate, cider or sparkling wine, and fresh fruit
  • $195 for a two-day Introduction to Sailing course (reg. $390)
  • Sail the Oakland Estuary and SF Bay while learning key terms and four knots
  • Eligible after course to test to earn an Afterguard certificate as Competent Crew

The fine print

Valid April 4, 2014 - Oct. 4, 2014 during merchant's operating hours (dates vary depending on option purchased). Reservations required and must be made at least 24 hours in advance for the three-hour sail and 48 hours in advance for the intro to sailing class; subject to availability. Tax, if applicable, and gratuity are not included. Please tip on the full value. 48-hour cancellation policy applies; voucher subject to forfeiture. Subject to weather conditions. Sailing tours: A minimum of four guests are required for the boat to sail. Must be 21 years old or older. The day East SF Bay Experience sails at 9 a.m. and 1 p.m. Saturday-Sunday. The sunset East SF Bay Experience sails at 5:30 p.m. on Thursdays, Saturdays and Sundays. SF Bay Trips sail at 9 a.m., 1 p.m. and 5:30 p.m. Friday-Sunday. SF sails (day and sunset) depart from Treasure Isle Marina. East SF sails (day and sunset) depart from your choice of Central Basin Marina or Jack London Square. Day sails include wine tastings at The Winery SF for the SF trip; Irish Monkey Cellars for the East SF trip that departs from Central Basin; and Cerruti Winery for the East SF trip that departs from Jack London Square. All sunset sails include fresh fruit, water and a choice of sparkling wine, or a non-alcoholic option. Intro to sailing classes: Typically held Saturday-Sunday; can be arranged for two consecutive weekdays (call to book). There is an option to earn a "Competent Crew" certificate at the end of the course; must take written test. Minimum two participants required for the class to sail. Must be 16 years old or older.

See all terms
$79 April 4, 2014 - Oct. 4, 2014; dates vary by voucher   $138
43% off | 218 bought
Travelzoo deal by
Afterguard Sailing Academy
92% Enjoyed Afterguard Sailing Academy
92% (49 ratings)
Sold out at
1:59 a.m. CT on Sept. 28


M – F, 9am – 9pm ET

92% Enjoyed Afterguard Sailing Academy
(49 ratings)
Quality of Service
Quality of Activity
Value for the Money
Overall Enjoyed Most Other Comments

Individualized experience of touring the bay, attention and interaction with the staff, friendly and relaxed atmosphere during the event.

Thanks to Captain Mary and sailing staff, it was a wonderful date.

Oct 17, 2014 Lawrence CA, United States

Our charter captain was very knowledgeable and relaxed.

Oct 9, 2014 Anna CA, United States

The crew was fun

I would suggest it to my friends!

Oct 8, 2014 KIM CA, United States

I enjoyed the staff and customer service the most. They went out of their way to make this a pleasant sailing. I thought this was a once-in-a-lifetime experience, but they made it affordable and I felt welcome.

Captain Mary was flexible with the schedule and always returned emails/phone calls promptly.

Jul 23, 2014 Kevin CA, United States

We sailed on one of their smaller sailboats, a 35 ft vs the larger catamaran. I think it was booked for 6 but the other 4 did not show up or cancelled late in the process. So it was the two of us and our "private crew". These guys were great and easy to talk with and both had a breadth of knowledge about the area, the boat and both had other jobs as well so there was a lot to chat about during the two hours that evening. We had a great time and the fruit and champagne was good too.

Summer or not, the bay gets chilly as the evening approaches... bring a coat or wrap, the blustery surface winds are not only cold but damp as well so if you have ear issues bring some ear plugs or ear muffs so as not to get an ear ache by the end of the evening. My wife didn't think of it and had ear discomfort that night and two days after.... still and all I would and she would do this again but we would be better prepared. Diner on Treasure Island gets High Marks as well.

Jul 23, 2014 William CA, United States

Like this deal? Share it with your friends

SF Bay: Treasure Isle Marina, 1 Clipper Cove Way
San Francisco, CA 94130
Tel: 510-535-1954
East SF Bay: Central Basin Marina, 1853 Embarcadero, Suite 2B
Oakland, CA 94606
Tel: 510-535-1954
East SF Bay: Jack London Square, 1 Broadway
Oakland, CA 94607
Tel: 510-535-1954
Intro to Sailing Departure: Central Basin Marina, 1853 Embarcadero, Suite 2B
Oakland, CA 94606
Tel: 510-535-1954

We are now transferring you...

We are now directing you to {0} where you can purchase today’s Travelzoo Local Deal directly.

OK | Cancel

This Travelzoo Local Deal at Afterguard Sailing Academy sold out at 1:59 a.m. CT on Sept. 28 when 218 vouchers were purchased.

Never miss a San Francisco Local Deal again! Sign up to receive Local Deal alerts via email.

  • Your Email:
  • Postcode: