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Small-Group San Diego Afternoon Sailing Excursion

  • Get amazing views of San Diego Harbor on an afternoon sailing tour
  • Max of 6 people for a semi-private tour (or book the boat with 5 friends)
  • Enjoy amenities such as polar fleece jackets, binoculars, and sunscreen
Small-Group San Diego Afternoon Sailing Excursion
From USD 88.99
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  • Overview
  • What to Expect
  • Important Information
  • Reviews
  • Q&A
Select Date and Travellers
12:00 pm Departure
3-hour half-day sail, complimentary snacks and beverages.
USD 88.99

Soak up the Southern California sunshine and unbeatable views of San Diego Harbor on an intimate sailing cruise. Mingle with a small group onboard, or invite five friends to join you and fill up the boat for a private cruise. Relax while the expert captain and crew handle the sails, and enjoy complimentary beer, wine, soft drinks, and snacks as you cruise. Every detail is thought of, including free-to-use s

What to Expect

Depart from Shelter Island midday and set sail on the Beautiful San Diego Harbor with a max of six passengers for a personalized cruise.

Enjoy fantastic views of the city skyline and coastal landmarks while an experienced crew navigates the Catalina-style sailboat through harbor traffic. If you like, set the scene by bringing your own music to play over the boat’s surround-sound system.

Throughout the 3-hour cruise, enjoy included snacks and sip your choice of beer, wine, or soft drinks from the onboard bar. Stay comfortable with amenities such as sunscreen and polar fleece jackets and wind gear for cooler days.

Keep an eye out for native California marine life such as seals and pelicans using provided binoculars.

Write a ReviewReviews (99)

1 - 5 of 50 reviews

Reviewed 5 days ago
3 hour tour

Captain Anthony was a joy to be with on the tour. Good times, smooth sailing, and treated my young son very special. I’ll go again next time we’re back.

Thank Mark J
Reviewed 1 week ago
Fantastic Outing!

We had a fantastic afternoon with Captain Sean. He was funny, engaging and had abundant knowledge of the area including the naval ships and their purposes. We thoroughly enjoyed our experience and will recommend it to anyone vacationing in the San Diego area!

Thank Kathy A
Reviewed 1 week ago
Great Sail with Captain Anthony

We were part of a small group for a morning 2 hour private sail. Captain Anthony quickly made us feel welcome on the boat. Our group arrived 30 minutes prior to the appointed sailing time. Sail San Diego quickly took us onboard our boat for...More

Thank Douglas H
Reviewed 1 week ago
Great Sail with Captain Sean!

From our conversations with Pete to our Captain Sean “Hot Bod” the entire trip was phenomenal!! Sean was a wealth of information as a retired Navy Veteran. The only issue we had was we chose the cash payment cost and Francine who accepted our money...More

Thank shannon t
Reviewed 1 week ago
Great Sail with Captain Anthony

We were part of a large group spread out over multiple boats for a race up and down the bay. Captain Anthony was our guide and fearless leader! He made everyone feel safe and comfortable. Those who wanted to took turns at the helm and...More

Thank Karen Z
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