Skippered Sailing Charters on one of our luxurious sailing yachts is a great way to experience San Diego Bay or the Pacific Coast.  We offer personalized and flexible scheduling to suit the charterer's needs.

Whether you choose a Bay Sailing Charter Tour, San Diego Sailing Dinner Cruise, Whale Watching, a sail to the Coronados Islands or a longer charter sailing trip to Catalina or Ensenada, we will provide an intimate and memorable experience for your family or group. A San Diego Sailing Charter is a great way to enjoy life and be pampered.

Here are some examples of our most popular San Diego Skippered Sailing Charters.  They all can customized, modified or combined. See fun charter pictures - click here.

Sailing Bay Tour or Dinner Cruise Sailing Charter

Meet your captain and after a brief orientation, head out into the San Diego Bay and hoist the sails.  Turning to starboard, we head west along Shelter Island and then south past Ballast Point to Point Loma.  We then sail past San Diego's North Island, docked Navy ships and pass under the Coronado Bay Bridge.  We then cruise by the San Diego Convention Center, Seaport Village and the aircraft carrier "MIDWAY."  We continue sailing toward downtown to have a close look at the"STAR OF INDIA" and then along Harbor Island to return to our slip at Shelter Cove.

 

Please click the "Play video" button to watch our San Diego Bay Tour Video clip! “Click” the button on the right side of the control bar to see video on full screen.

 

Whale Watching Sailing Charter Cruise

Set sail from San Diego's Shelter Island, past Point Loma and into the Pacific for your rendezvous with the Pacific Grey Whale.  On their annual migration, pods of Grey Whales pass the kelp beds just offshore.

Powered by the wind, our sailing vessels are the perfect, silent vantage point for viewing these magnificent creatures. Be sure to bring your camera!

Sailing Charters & Picnic at Anchor

Pack some goodies, sail San Diego Bay and head for La Playa Cove or Glorietta Bay (both in San Diego Bay) for a peaceful afternoon/evening at anchor.  Grill steaks or chicken on the pulpit barbecue for a special treat.  As an alternative, stop at one of the numberous resturants on San Diego Bay with guest slips for lunch or dinner.

There are two anchorages within San Diego Bay that are popular.  If you intend to anchor overnight, you will need to contact the Harbor Police Mooring Office in person, on VHF Ch-16 or (619) 686-6227 for a permit.  Permits are not required to drop a “lunch hook” in any of the anchorages. 

La Playa Cove (A-1) is located between the Southwestern and San Diego Yacht Clubs, in the Shelter Island Basin. This is a weekend anchorage only, from 0900 Friday to 0900 Monday.

Glorietta Bay (A-5, east of golf course) is one of the big favorites here in San Diego. Located at Coronado Island, it is in view of the Hotel Del Coronado, an old and well-known hotel.  There is a 5 MPH speed limit within Glorietta Bay.

Glorietta Bay (A-5, south of golf course) sweeps along what is almost a peninsula that forms Glorietta Bay. There are some very shallow areas within the anchorage near the Coronado Bridge, on the order of 4 to 6 feet.

 

Sailing Charters to Coronados Islands

Request an early boarding Friday night and get settled on your sail boat before having a wonderful dinner at one of Shelter Island's fine restaurants.  Saturday morning we depart for the Mexican Islas los Coronados (Coronados Islands) just 15 miles South of Point Loma.  Spend the afternoon sailing, kayaking, swimming or just relaxing at our quiet anchorage.  Have your Sunday morning coffee while watching a beautiful sunrise before sailing back to civilization and the magnificent San Diego skyline.

 

Explore the Sea of Cortez

Participate in the Baja Ha-Ha Cruiser’s Rally south to Cabo San Lucas and then cruise north up the coast and through the islands to La Paz and then to Puerto Escondido and Loreto.  It is truly a fantastic area!

Click here to see pictures of the trip.

 

San Diego' s Mission Bay/Sea World

Take off from work early and depart late Friday morning for a beautiful San Diego Sailing Charter up the Pacific Coast to Mission Bay.  We'll stay in a guest slip at the Hyatt Islandia Hotel and enjoy all of the hotel's amenities. For more privacy, we can anchor at Mariner's Cove.  On Saturday, take a water taxi trip to Sea World for a day of fun for the young and young at heart.  After a leisurely breakfast or brunch Sunday morning, we sail down the coast to Shelter Cove.

Catalina Island Sailing Charters Adventure

Begin your sailing charter expedition by sailing north along the beautiful Pacific Coast about 37 miles to Oceanside Harbor. This is a quiet place to enjoy your first night aboard.  Relax in your guest slip, dine at one of the fine restaurants in the basin and enjoy some local entertainment. The next morning, the prevailing winds will allow you to enjoy a comfortable sail to Catalina Island about 40 miles to the North West.

There are dozens of anchorage and mooring locations at Catalina.  The most well known and busiest is Avalon Harbor.  There are ample moorings, dinghy docks and water taxi service to shore and the town of Avalon.  Another popular destination on Catalina Island is the "backside."  The Catalina Isthmus, known as Two Harbors, is considerably less commercialized than Avalon and is more quiet and isolated. 

You will find a multitude of exciting things to do on this island resort.  There are many fine restaurants, various entertainment venues, golf, bike & scooter rentals, hiking, fishing trips, art galleries, botanical gardens, tours, para-sailing and of course, shopping.  It is also an interesting place for nature lovers to explore, scuba dive or snorkel.

Use your last day sailing directly back to San Diego on an easy beam reach of about 11 hours.