Drop Anchor!

Sailing is a magical experience. An exhilarating journey, with no engine noise and no exhaust. Just the sound of the wind and waves as the hull keeps rhythm with the sea.

But there’s another side to sailing in San Diego that’s equally rewarding. Anchoring. You know, that big heavy metal claw-thing at the bow of the boat that the captain tosses into the water to hold the boat in place.

San Diego Bay offers several hidden and not-so-hidden anchorages that provide the perfect oasis to serve cocktails, barbecue, swim, and share delicious food with your best friends and family.

four women sip drinks and enjoy time on a boat on the San Diego Harbor.

As soon as the anchor has grabbed hold of the bottom of the bay, Riviera’s swim step unfolds and reveals a plancha cooktop, perfect for grilling lobster, carne asada tacos, or any other culinary delight that appeals to you. Take a peak at our appetizer menu.

Pre-charter menu hint: If you don’t find exactly what you’re looking for on the menu, let us know, and we’ll work together to create the perfect menu for your guests. Additionally, depending on the sail plan and duration, consider adding a late lunch or early dinner to your day’s excursion.

A sailboat grill with food cooking on it. Ocean water is visible in the background.
A close-up of a sailboat table set with a cheese plate and charcuterie board.

One of my favorite anchorages in the late afternoon is Smuggler’s Cove. This quiet, sheltered cove, on the leeward side of Point Loma, is private, calm, and offers views of the entrance to San Diego Bay, and on a clear day, the Los Coronados Islands in Mexico. We’ll fire up the plancha and make a fabulous dinner while you enjoy the sunset. After dinner, we’ll glide back to the marina, with the glow of San Diego’s Skyline lighting our way home.

A sailboat anchors in open water near a green hillside.
Smuggler’s Cove

Another hidden gem is the quaint Kellogg Beach Anchorage. Located at the entrance to Shelter Island’s Yacht Clubs and Marinas. Kellogg Beach, with views of majestic Point Loma mansions, gives an old San Diego vibe. Typically quiet and empty on weekdays, this anchorage is the perfect spot for a late morning brunch, and perhaps a swim. Use the fresh-water shower on the swim step, wrap yourself in a towel, and sip your mimosa.

A view of open water, lush greenery, and homes as seen from a sailboat deck.
Kellogg Beach

Further into San Diego Bay, past the Coronado Bridge lies Glorietta Bay. With views of the Hotel Del, the Coronado Golf Course, and the San Diego Skyline, this anchorage, especially on the weekends, is a summer hot spot! Perfect for barbecuing, swimming, and people watching. Everything from party boats to paddle boards come alive on any given Saturday in Glorietta Bay.

A woman lounges on a sailboat deck anchored in Glorietta Bay
Glorietta Bay

No lines, no tickets, no crowds. Our private and curated sailing experiences are the perfect mid-week getaway. I don’t encourage lying, but you could take a “sick-day”. It’ll be our little secret—no one has to know you weren’t at home with a migraine. Your only challenge will be suppressing that silly grin on your face when you return to work the next day.

Fair Winds and Following Seas
Paul & Victoria

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