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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…

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!…

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…

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…

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

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…

Of course, we mention “wintertime”, with quotes, because San Diego is notorious for our “endless year-round summers”; a nice cool 65 degrees at the time of this post. We want to make sure that you are aware of all of our excursion options during this time of year.   Whale Watching!! We offer 2 departures…

Our captains & guests are starting to see some Gray Whales.   Thanks, Captain Mike for the photos!   Book your sailing yacht or speedboat whale watching excursion today by calling (619) 297-7426!

Here at Sail San Diego, we’ve recently been sharing some 4K (ultra-high-definition) video of our fleet & various sailing cruises. In this video, Captain Shon “The Anchorman” Kitchen (U.S. Navy special warfare – retired) gives us a tour of T’Zen Michele, Sail San Diego’s German-made 2015 Vision 42, manufactured by Bavaria Yachts. Just like the…

The first of the beautiful Pacific Gray Whales, during their annual migration from Alaska to Mexico, has begun; Sail San Diego guests and captains are already reporting whale sightings off the coast of San Diego!! Sail San Diego is America’s Finest City’s #1 choice for whale watching, offering high-end, all-inclusive service aboard our large, modern…

We are fired up here at Sail San Diego for one of our favorite times of the year… San Diego’s whale watching season, which officially begins tomorrow, December 15!! Sail San Diego is the only San Diego charter company to offer multiple ways to see the Pacific Gray Whale migration. For power & speed enthusiasts,…

For over 30 years, Sail San Diego has been the #1 sailboat charter in San Diego, and we’re still going strong as #1… just ask TripAdvisor! We’ve recently been expanding our YouTube channel here at Sail San Diego, and that with 4K Ultra High Definition video: (Use the gear icon, and select 2160p 4K to…