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Top San Diego Sailing Trips
Classic Sunset Sail in San Diego
2 hours 30 minutes - We offer a premium sailing experience aboard the vintage sailing yacht “Liberty”. Our vessel is a work of art unlike any boat on the bay. She is flawlessly maintained with high standards of pride and craftsmanship. You will fall in love with her mirror-finish wood accents, beautiful cozy cabin and clean facilities. This is an all-inclusive 2...Read more
San Diego Day Sail
2 hours 30 minutes - Sail Liberty offers the unforgettable experience of a beautiful sailboat touring adventure aboard a traditional sailing yacht. Our replica 1904 Yacht, offers excellent sailing for small group harbor tours and a remarkable sunset cruise all the while using traditional sailing techniques aboard a classic vessel unlike any other in San...Read more
Sail Stars and Stripes America's Cup Racing Yacht in San Diego
3 hours - Public 3 hour sailing charters aboard an authentic 1992 America's Cup racing yacht. Take the helm, grind the winches, or just hang on as this amazing high performance racer zips around San Diego Bay at twice the speed of the average sailboat. A truly unique and memorable experience. Complimentary water, diet and regular soft drinks are included....Read more
San Diego Whale Watching Cruise
4 hours 30 minutes - Whale watching season is all year long in San Diego! Our team at Next Level Sailing provides the optimal experience with guides so experienced we received a 100 percent success rate last year when spotting the King of the Deep.
Not only are we open (as of February 12, 2021), we are one of the best outdoor activities to do in San Diego....Read more
Small-Group San Diego Sunset Sailing Excursion
3 hours - Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This three-hour adventure on a Catalina-style sailboat is limited to 6 guests (6 on the small group tour, up to 12 on the private bare-boat tour), allowing you a comfortable, semi-private experience (or, grab five friends and fill up the whole boat!). Sit...Read more
Luxury Sunset Sail Experience on San Diego Bay - Small Group
2 hours - Enjoy an evening sailing under the sunset on a relaxing sailing cruise with a unique perspective on San Diego that you can only get from the water. Our San Diego Bay Sunset Sailing Cruises provide an up-close and personal view of the scenic waterfront architecture, military crafts, historical ship's and landmarks, local sea life and spectacular...Read more
Small-Group San Diego Afternoon Sailing Excursion
3 hours - Set sail from San Diego on this small-group sailing tour with no more than a total of 5 other guests! This three-hour adventure on a Catalina-style sailboat is limited to just six people, allowing you a comfortable, semi-private experience (or, grab five friends and fill up the whole boat!). Sit back, relax and enjoy the complimentary beer, soft...Read more
Private 3-Hour Sunset Sailing Cruise in San Diego Bay
3 hours - This is the best most luxurious sailing tour in Southern California. Limited to you and 5 guests, and based on your most specific preferences, we'll make sure your time on the sailing vessel RIVIERA is the highlight of your visit.
During the warm summer months, we'll anchor off of Coronado Island and you and your friends can dive into the...Read more
Affordable, Luxury Sailing Tour of San Diego's Bay and Coastal Waterways
2 to 3 hours - This is a personal tour from one to six passengers that is engaging and diverse tailored to the specific selected tour option(s) Both private and mixed tours are...Read more
STERLING SAILS 2 Hour Private Sailing Experience in San Diego Bay
2 hours - Sailing is an art, an adventure, and a great way to relax. Weather you're throwing a special event or you just want to get back to nature, the sea is the place to be. Sailing yacht 'Mojave' is the perfect place for birthday parties, anniversaries, family vacations, engagements, or just a tour of the bay. Join Captain Liz on a trip to see the...Read more
San Diego Luxury Harbor Sunset Sailing Tours
2 to 3 hours - Claire Sailing offers a new, luxury Beneteau sailing yacht. She has a spacious comfortable cabin with new cushions, clean blankets, pillows, and bean bags on the bow. We also welcome special requests so don’t hesitate to...Read more
Sunset Sailing Tour of San Diego Bay up to 6 Guests
2 hours - A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sunset sailing charters and boat tours. Our sunset sailing charters and boat tours take you on an exciting tour of San Diego Bay. Book a sunset sailing boat charter and stretch...Read more
Luxury Sailing Experience on San Diego Bay - Small Group - Afternoon
2 hours - Take in the sights, sounds and stories of the bay on a relaxing sailing cruise with a unique perspective on San Diego that you can only get from the water.
Our San Diego Bay Sailing Adventures provide up-close access to scenic waterfront architecture, military crafts, historical landmarks, natural sea life and spectacular...Read more
Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guests
2 hours - A Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sailing charters and boat tours. Sail San Diego with us.
Our sailing charters and boat tours take you on an exciting tour of San Diego Bay. Book a sailing boat charter and...Read more
Bachelorette Sailing Party on San Diego Bay up to 12 Guests
2 hours - Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 12 guests. Enjoy breathtaking views of downtown, the naval base, aircraft carriers, destroyers, and submarines, not to mention an incredible abundance of sea life including Sea Lions, Dolphins and Whales. Whether you need a classic sailboat or catamaran for your Bachelorette...Read more