SAN DIEGO

4 Coastal Sailing Tours in San Diego to Build a Day Around

4 sailing trips  ·  from $89 a head

The good coastal sailing tours in San Diego fill up weeks ahead and the small boats go first. Below: the 4 to book early, what each includes and how they differ.

San Diego Bay Sail Aboard a Vintage Yacht Beer and Wine Included - Meeting Liberty at Safe Harbor Sunroad
Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in San Diego, Coastal Sailing Tours in the USA, Food & Drink, Sailing Tours, Sailing Yacht Charters, San Diego Sailing Tours, Tour Reviews, USA Sailing Tours, Wine Tours

San Diego Bay Sail Aboard a Vintage Yacht Beer and Wine Included

Luxury Sailing Tour of San Diego's Bay and Coastal Waterways - Downtown San Diego looks different from the bay
Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in San Diego, Coastal Sailing Tours in the USA, Sailing Tours, San Diego Sailing Tours, Tour Reviews, Tours, USA Sailing Tours

Luxury Sailing Tour of San Diego’s Bay and Coastal Waterways

2.Luxury Sailing Tour of San Diego’s Bay and Coastal Waterways

★★★★★★★★★★5.0 · 187 reviews · from $119

Sail San Diego Bay aboard a Catalina 34 with a local captain, skyline views, snacks, and room for only six guests.

“Let me start by saying, I booked this experience specifically because so many reviews spoke so highly of Captain Mike. They were right! Couldn’t have asked for a better captain. Sunscreen, sodas, waters, and a variety of chips weRead more”

Check availability →Read our full review

San Diego: San Diego Bay Sunset & Daytime Sailing Experience - The Downtown Skyline from San Diego Bay
Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in San Diego, Coastal Sailing Tours in the USA, Sailing Tours, San Diego Sailing Tours, Sunset Sailing Cruises, Sunset Sailing Cruises in San Diego, Sunset Sailing Cruises in the USA, Tour Reviews, USA Sailing Tours

San Diego: San Diego Bay Sunset & Daytime Sailing Experience

2-Hour Private Sailing Experience in San Diego Bay - Seeing the USS Midway from the water
2-Hour Experiences, Bay, Harbour and Coastal Sailing, Coastal Sailing Tours in San Diego, Coastal Sailing Tours in the USA, Private Sailing Charters, Sailing Tours, San Diego Sailing Tours, Tour Reviews, USA Sailing Tours

2-Hour Private Sailing Experience in San Diego Bay

4.2-Hour Private Sailing Experience in San Diego Bay

★★★★★★★★★★5.0 · 168 reviews · 2 hours (approx.)

Review of Sterling Sails’ private San Diego Bay cruise, with Captain Liz, sunset views, sea lions, USS Midway, snacks, and pricing.

“We were selebratin my mother's 90 birthday one day as we were walking in Coronado she commented that one day she will like be on a sailing boat ⛵ so I surprise her with it she loved capitan Liz was excelente very accommodating we have a perfect afternoon my mother was very happy. Carlos Guadarrama.”

Check availability →Read our full review

Scroll to Top

Every kind of day on the water

Pick a rig, a coast or an afternoon.