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Whale Watching in Full-Swing!

All year long, Sail San Diego’s office receives calls asking about whale watching. Whale sightings are always a possibility when sailing off the coast of San Diego (after all, the ocean is home to many species of whales). However, for the majority of the year, it’s not an everyday occurrence. That all changes during a…

Private Fishing Charter in San Diego

Sport & Game Fishing Charters is a private fishing charter in San Diego that was birthed in 2016 as a subsidiary of Sail San Diego, San Diego’s #1 sailboat charter, according to TripAdvisor. Our existing industry contacts & charter Company infrastructure made the launch of our private fishing charter in San Diego a bit easier,…

HD Aerial Whale Watching Footage

This is A-MAZ-ING!! Sail San Diego is proud to announce the release of our new 2018 HD whale watching footage, shot from the air! Video & drone technology today is super advanced, and Sail San Diego has used these technologies to capture the majesty & beauty of the Pacific Gray Whales & dolphins. The Pacific…

Valentines Day 2018 in San Diego

Not everyone is fortunate enough to have a “special someone”. If you have a special Valentine to enjoy Valentines Day 2018 with, treat him or her to the rich, romantic experience that they deserve. Sail San Diego offers luxury sailing excursions aboard our fleet of large, modern, 40-foot sailing yachts. Each of our sailing yachts…

Comic-Con 2018

Comic-Con 2018 will be held July 19 through July 22, 2018. Comic-Con 2018 will be held at 111 W. Harbor Drive in San Diego, CA 92101, the San Diego Convention Center. Each year, Downtown San Diego transforms from a high-end All-American business district into a hyper-commercialized pop culture extravaganza, as Comic-Con comes to town. During…

Speedboat Whale Watching at Sail San Diego in 4K (UHD)

The 2018 whale watching season is going strong here in San Diego, and Sail San Diego provides two types of watercraft for you and your loved ones to enjoy the Pacific Gray Whale migration in: luxury sailing yachts & (as featured in this video) a 350-horsepower dual-engine speedboat! Can’t decide which you’d prefer? No problem!…

Sail San Diego Rum Runner Sail in 4K (UHD)

The next in our 4K (Ultra High-Definition) video series showcases Sail San Diego’s Rum Runner excursions!! These sails provide some extra fun for adults as your US Coast Guard-licensed captain will stop, along the way, at two of San Diego Bay’s upscale restaurants with bars. Sail San Diego buys your first round of drinks, at…

Rooftop Bars in San Diego

After an afternoon of whale watching & cruising the Pacific Ocean aboard a 350-horsepower private speedboat or a luxury sailing yacht, we thought that some of our guests might want to enjoy some more fresh, open air, along with some afternoon or evening libations. When it comes to America’s Finest City’s rooftop bars, Sail San…

Whale Watching Pictures

Thanks Captain Greg for the cool shots! Book your whale watch online here

What is the Best Sailing Charter in San Diego, and Why?

Sail San Diego, itself, has been in business for over 30 years. This month (January 2018), however, is my personal one-year anniversary in San Diego’s sailing charter industry. Although I did not start out in the industry working for Sail San Diego, I did ultimately end up choosing to work for this particular Company. Of…