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$199 for a Full-Day Custom Sailing Trip for Two to Angel Island from Imagine Sailing Tours ($400 Value)


70% of 10 customers recommend

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In a Nutshell

Captain navigates yacht to popular sights and destinations across the Bay Area for kayaking, barbecuing, and fishing

The Fine Print

Promotional value expires 180 days after purchase. Amount paid never expires. Limit 1 per person, may buy 2 additional as gifts. Limit 1 per visit. 7 day advance reservation required. 7 day cancellation notice required. Subject to weather. One 750ml bottle of wine, four 12oz bottles if beer, or 4 shots of 80 proof alcohol is acceptable per couple. Soft soled shoes required; please wear 'layered' clothing. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Sailors learn to be experts at knot tying, from securing the vessel with a tight anchor hitch to securing the captain after he succumbs to madness and tries to eat his own hook hand. This Groupon is a mutinous bounty.

$199 for a Full-Day Sailing Trip for Two to Angel Island ($400 Value)

A seasoned captain navigates a luxury yacht through the scenic waters of the San Francisco Bay area during 10-hour trips. Guests customize their own itineraries, choosing from activities such as hiking on Angel Island, admiring the houseboats of Sausalito, and cruising past the San Francisco cityfront. Fishing gear, kayaks, and barbecuing equipment are included.

Imagine Sailing Tours

Captain Dennis Garrison always felt more at home in the water than he did on land. He was born in the beach town of Playa del Rey, where he spent his days fishing, jet-skiing, and sailing along the coast of Southern California. His love of the open sea and knack for navigation eventually led to stints with the U.S. Navy and Coast Guard.

Unable to ignore the roaring of the surf and the call of gulls after retirement, Garrison founded his own sailing company—Imagine Sailing Tours. Drawing on 30 years of nautical experience, he shuttles passengers towards scenic coastlines and popular sites throughout the San Francisco Bay area. He helms a majestic Irwin Citation 34 yacht, pointing out passing dolphins and seals as he steers towards Angel Island, Half Moon Bay, or AT&T Park. Upon arriving at destinations, Garrison leads activities such as snorkeling trips in Monterrey Bay, wine tastings on Treasure Island, and pottery-spinning classes on top of the Golden Gate Bridge. The skilled seafarer also offers sailing lessons for passengers who’d like to try their hand at steering the ship themselves.


70% of 10 customers recommend

  • “Please arrive on time as a courtesy to other clients. The captain was excellent, very personable, and made the trip very enjoyable. I would recommend Imagine...”

    “Please arrive on time as a courtesy to other clients. The captain was excellent, very personable, and made the trip very enjoyable. I would recommend Imagine Sailing Tours to anyone looking for a sailing tour of the San Francisco Bay.”

  • “Captain Dennis is awesome. I would suggest him to anyone.”

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    201 University Ave.

    Berkeley, CA 94710


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Gear and getaways for outdoor adventures, from hiking to ski vacations
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