San Diego Yacht Charters: the 5 Best Boats to Book

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

★★★★★★★★★★5.0 · 331 reviews · 2 hours 30 minutes (approx.) · from $115Our pick

Join Captain Phillip aboard Liberty, a hand-restored reproduction of a 1904 sailboat. This intimate 2.5-hour cruise carries no more than six passengers and includes beer, white wine, soft drinks, water, and snacks as you pass Navy ships, the Coronado Bridge, the Star of India, and the San Diego skyline.

“Captain Phillip’s sailing tour was beautiful! My husband and I went out along the bay with our two other friends and it was an incredible experience! The views, the sailboat, everything was top tier. Will definitely be doing this again in the future and I recommend if you want an intimate personal experience, this is the tour to do! Thank you again!”

Check availability →Read our full review

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

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

Spend two hours aboard a Catalina 34 sailboat with a local captain such as Mike or Peter. You’ll see downtown San Diego, the bay, coastal waters, and possibly the Coronado Bridge. Choose morning, afternoon, or sunset sailing, and bring your own alcohol if you’re over 21.

“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

3.Daytime Sailing Along San Diego’s Skyline

★★★★★★★★★★5.0 · 145 reviews · 2 hours (approx.) · from $89Cheapest seat

Sail San Diego Bay aboard a yacht limited to six people. Expect a relaxed two-hour cruise, an included glass of wine, bean bags, blankets, and views of the Midway, naval ships, skyline, sea lions, and dolphins. Captains such as Adam, Nick, Rick, Bree, and Patrick keep the outing easygoing and personal.

“Very pleasant and relaxing experience, sailing in a marina, music and wine provided. Me and My husband really enjoyed it.”

Check availability →Read our full review

4.Luxury Catamaran Sailing Charter of San Diego

★★★★★★★★★★5.0 · 87 reviews · 2 to 8 hours (approx.)

Book a private 2 to 8-hour catamaran charter from San Diego for your group. The crew takes you from Mission Bay toward La Jolla Cove or Sunset Cliffs, with bottled water, two ice-filled coolers, and time to bring your own food and drinks. Maddie and Jake are among the crew members praised for friendly service.

“The whole experience was enjoyable. We plan on doing another trip again. The crew was awesome. They took us out and we saw dolphins up close and personal.”

Check availability →Read our full review

5.San Diego Sunset or Afternoon Sail on Classic Yacht

★★★★★★★★★★5.0 · 80 reviews · 2 hours 30 minutes (approx.) · from $115

Spend about 2.5 hours aboard Liberty, a restored replica of a 1904 sailboat, with Captain Philip at the helm. You’ll cruise San Diego Bay past the Star of India, USS Midway, Coronado Bridge, Rady Shell, and downtown, with snacks, soft drinks, beer, and white wine included.

“Captain Phillip was incredible! Extremely knowledgeable about the San Diego Bay, it’s history, the sights and the area in general. The boat is super cool. The trip was idyllic. Highly recommend!”

Check availability →Read our full review