Sailing Trips in San Diego
Top 10 Best San Diego Sailing Trips
Found 31 Sailing Trips activities in San Diego. Sort by Popularity.Small-Group Sunset Sailing Experience on San Diego Bay
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 o... More
Small-Group San Diego Afternoon Sailing Excursion
This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing you a comfortable, semi-private experience (or, grab five friends and fill up the whole boat!). Sit back, relax and enjoy the com... More
Small-Group San Diego Sunset Sailing Excursion
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 sailboat is limited to six (6) guests allowing you a comfortable, semi-private experience (or, pu... More
2.5 Hours of Fun: Catamaran Sunset Sail
Catamarans really are more fun to sail with the special bow nets designed for sunbathing, and lounging around watching sea life, and water rush by. The swift and stable ocean design ensures a comfortable, and exhilarating ride wit... More
Luxury Sailing Tour of San Diego's Bay and Coastal Waterways
This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways. You'll be on a beautiful Catalina 34' Sailboat enjoying the fresh air and best that San Diego has to offer. On your adventure yo... More
San Diego's Best Sunset Sail
Sail liberty sunset cruises offer an exclusive small group sailing adventure for up to six individuals. Immerse your family and friends in the many sights of San Diego Bay, while enjoying the personalized touch of a family-owned v... More
2-Hour Private Sailing Experience in San Diego Bay
Spend time with the people you love most, on a boat! Whether you're throwing a special event or you just want to get back to nature, the sea is the place to be. 42 foot sailing yacht 'Mojave' is the perfect place for birthday part... More
Private Tour
Small-Group Yacht Sailing Experience on San Diego Bay
Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights as we set sail from Sunroad Resort Marina on Harbor Island. We'll sail along Sailing in San Diego Bay we often see Sea Lions and occas... More
Private Tour
Private Sail Yacht Experience on San Diego Bay
Join us on San Diego Bay for a memorable sailing aboard a private sailing yacht. Our sail yacht can accommodate up to 6 of your friends and family while we enjoy a peaceful daytime sailing experience. Set sail on San Diego Bay whi... More
Private Tour
San Diego Sunset Sailing Excursion
Experience the stunning beauty of San Diego Bay at sunset! Our boat charter mono hull is the perfect vessel for a sunset sail, with space for up to 6 passengers. As we sail through the calm waters of the bay, keep your eyes peeled... More
Private Tour
Day Sail Aboard a Classic Yacht : San Diego's Best-Kept Secret:
Sail Liberty offers topnotch sailing for up to six passengers. Enjoy an unforgettable harbor tour on our 1904-replica sloop. Her wooden mast and teak accents make it one of the most photographed sailboats in the harbor. Our highly... More
Private Tour
2.5-Hour Catamaran Sail Adventure
With over 35 years of experience sharing our love of sailing with San Diego visitors, we are prepared to offer you a memorable day on the sea. 2.5 hour tour length is perfect for seeing all the beautiful sights. Catamarans reall... More
Private Tour
Small-Group San Diego Sailing Trip
Leave the streets behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant waterfront offers expansive views of Downtown, Point Loma, and Coronado Island. Whether you’re looking for an intimate adventure, ... More
Private Tour
Private Sailing Tour -2 Hour (Up to 12 Passengers)
Christened in 1934, Cloudia is a beautifully restored, rare example of a classic Norwegian double ended ketch. Inspired by the original designs of famed naval architect Colin Archer (1832-1921), from Larvik, Norway, the Cloudia is... More
Private Tour
San Diego Sailing Yacht Excursion Private Charter
WE PROVIDE A True Sailing Experience Our goal is to give you, your family, friends, and loved ones an amazing experience that you’ve never had before. We do this by showing what it is like to truly sail. You’ll go underway to ... More
Private Tour
2-Hour Morning Sail in San Diego
Set sail from America's Cup Harbor on your morning sailing tour, and enjoy the sights of Point Loma, San Diego Bay and the downtown waterfront. This two-hour adventure on a Catalina sailboat is limited to a maximum of six (6) gues... More
Private Tour
San Diego Half-Day Marine Wildlife Tour with Lunch
Experience an exciting adventure while sailing along the San Diego coastline. Venture off into the Pacific Ocean and catch a chance to see local marine wildlife in its natural habitat, including sea lions, pelicans, and migrator... More
Private Tour
San Diego Sunshine Sailing Excursion
Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our personalized day sailing experiences on the San Diego Bay offer a perfect blend of adventure and relaxation. With our passionate and kno... More
Private Tour
Sunset Sailing Tour of San Diego Bay up to 6 Guests
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 sailin... More
Private Tour
Bachelorette Sailing Party on San Diego Bay up to 12 Guests
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... More
Private Tour