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Popular Sailing, Catamaran & Gulet Tours Charters in San Diego  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Sailing, Catamaran & Gulet Tours in San Diego, CA- BoatBooker

San Diego

San Diego, United States

san-diego

Discover coastal beauty and effortless on-the-water adventures with San Diego boating charters. This Pacific playground offers calm, protected waters for relaxed cruising, plus open-ocean access for more adventurous outings. Navigate scenic shorelines framed by sandstone cliffs, palm-lined islands, and long sandy beaches while enjoying year-round sunshine and gentle sea breezes.San Diego is known for its diverse boating areas. Cruise the broad natural harbor for skyline views and naval heritage sights, or explore tranquil inlets dotted with marinas and waterfront parks. Head toward rugged headlands for panoramic vistas, or set course along the coast to find secluded coves and clear-water snorkeling spots. Families love sheltered bays ideal for paddle-friendly fun, while anglers and sailors appreciate steady conditions offshore.Wildlife encounters elevate every itinerary. Keep an eye out for playful sea lions, soaring seabirds, and seasonal whales migrating along the coastline. Sunset hours paint the water gold, creating unforgettable backdrops for private charters, small-group excursions, and special celebrations on deck.Whether you’re planning a captain-guided tour or a hands-on day at the helm, San Diego boating charters make it easy to tailor the perfect outing. From leisurely harbor loops to coastal sightseeing and marine-life cruises, this destination blends accessible waterways, reliable weather, and stunning scenery into an exceptional boating experience.

Experience the vibrant beauty of San Diego from a unique perspective with San Diego boat tours. Located on the West Coast, San Diego offers a diverse range of boating experiences that cater to all interests. From leisurely cruises to adrenaline-packed adventures, there's something for everyone in this stunning coastal city.

San Diego is renowned for its picturesque bay, which provides breathtaking views of the city skyline, historic landmarks, and marine life. Take a fully-narrated cruise past iconic attractions like the USS Midway Aircraft Carrier, the Maritime Museum, and the Coronado Bridge. These tours often include insights into the city's rich military history and the ecological wonders of the bay.

For those seeking excitement, the Patriot Jet Boat offers a thrilling ride with 360-degree spins and high-speed turns, providing an unforgettable experience. Alternatively, enjoy a romantic sunset cruise or a whale watching tour to explore the marine life of San Diego.

Whether you're interested in history, nature, or simply enjoying the ocean breeze, San Diego's boat tours offer a memorable way to explore this beautiful city. With its year-round pleasant weather, San Diego is the perfect destination for boating enthusiasts and families alike.

We feature several different types of sailing charters and boat tours. Our Sea Lion / Dolphin boat tours leave at 10 am, 1 pm, and again at 4 pm every day. This is a spectacular 2-hour sightseeing tour the whole family will enjoy.
Our sailing boat tours and boat charters allow you to enjoy breathtaking views of downtown while relaxing on your own private yacht. Take a sailing lesson and explore the naval base, aircraft carriers, destroyers, and submarines.

United States

Pacifica Sailing Charters – Sea Esta 32'

Set sail aboard Pacifica Sailing Charters, a stunning 1997 Renaissance 32 Catamaran, fully restored in 2021 and based in beautiful San Diego. This spacious vessel comfortably accommodates up to six guests for an unforgettable experience. Powered by twin 1

This IOR Raceboat is a classic restored 1973 Ranger 37 named Masquerade and intended for the sports enthusiast. This 37' yacht was known as “The Rocket” back in her day due to her lightning speed and innovative hull design.
Much heavier than traditional boats today, Masquerade will provide a steady, smooth sail no matter what the conditions. The mythical Ranger 37 had a colorful racing history back in the 1970′s and continues to win offshore races to this day.

Pacifica Sailing Charters

Set sail on the stunning Pacifica Sailing Charters, a meticulously restored 1973 Ranger R-37 Sailing yacht, now in pristine condition after a full restoration in 2024. Located in beautiful San Diego, this classic vessel is the perfect escape, comfortably 

Embark on a breathtaking private sailing excursion in the captivating waters of San Diego. Set sail aboard a luxurious yacht, where you and your companions can enjoy the ultimate seafaring experience. With a skilled and experienced captain at the helm, you'll navigate the sparkling Pacific Ocean, taking in panoramic views of San Diego's stunning coastline, Feel the refreshing ocean breeze against your face as you glide through the water, indulging in moments of tranquility and serenity. Drinks included.

San Diego Sailing Excursions

Experience the exhilaration of sailing with us as our journey sets sail from the picturesque San Diego Bay. Our adventure promises an unforgettable experience for you, your family, and your friends. Embark on a voyage through the mesmerizing waters of San

This is a fully private sailing charter designed entirely around you. Cruise San Diego Bay, passing downtown and Coronado, or tell us what your perfect day on the water looks like, and we’ll make it happen. We provide light snacks and drinks, and we’re happy to arrange additional food or specific beverages upon request. Whether you’re relaxing, celebrating, or just enjoying the breeze, this is your custom experience from start to finish.

Koehler Kraft Charters - Sally

Step aboard Sally, a beautifully restored 59-foot classic sailing yacht built in 1927. With her gleaming varnished woodwork, elegant lines, and modern comforts, she offers a perfect blend of vintage charm and luxury. Sally features a spacious deck for sun

Enjoy a relaxing 2 Hour Sailing Trip on open water, where the wind and waves create a peaceful and refreshing escape. Feel the freedom of smooth sailing as you unwind and take in the natural rhythm of the sea. This short journey is perfect for disconnecting, recharging, and simply enjoying the art of sailing.

Pura Vida Sailing Charters

Oceanside

Pura Vida Sailing Charters offers an unforgettable sailing experience aboard a beautifully restored 1978 Explorer 45 Sloop, upgraded in 2023, and based in Oceanside. Designed for intimate groups of up to 6 guests, this classic sailing yacht blends timeles

Set sail on a 2 Hour Luxury Sailing Adventure in beautiful Oceanside, where comfort, relaxation, and stunning coastal views come together on the open water. This experience is designed for effortless enjoyment, whether you’re celebrating something special or simply escaping the everyday. Available anytime during the day, it’s the perfect way to enjoy the ocean on your own schedule, with calm seas, fresh air, and a truly elevated sailing experience.

Wind + Water Sailing Charters

Discover the beauty of Southern California from a whole new perspective aboard Wind + Water, a modern sailing yacht that combines sleek design and spacious comfort. Perfect for day trips, special occasions, or simply unwinding on the water, this yacht off

**Captain's fees are paid directly to the captain. $75/hour is a good estimate (not including gratuity)

Enjoy a private day or sunset sail on San Diego Bay, the perfect way to unwind, celebrate, or simply take in the views from the water.

Our charters are designed for comfort, relaxation, and great vibes. Whether you’re planning a romantic evening, a casual gathering with friends, or a special celebration, our professional crew takes care of everything so you can sit back and enjoy the moment.

West Coast Multihulls – Lagoon 46

Experience luxury sailing in San Diego aboard this stunning Lagoon 46 catamaran, the perfect private charter for celebrations, sunset cruises, corporate outings, and unforgettable days on the water. Designed for both comfort and entertainment, this spacio

Enjoy a private 4-hour sailing charter aboard Ocean Spirit, a luxury Lucia 40 catamaran cruising through beautiful San Diego Bay. Perfect for birthdays, bachelorette parties, family gatherings, sunset sails, and relaxing harbor cruises. Experience stunning views of the Coronado Bridge, downtown skyline, naval ships, and waterfront landmarks while enjoying spacious lounge areas and smooth sailing.

Captain’s fees are paid directly to the captain. $75/hour is a good estimate (not including gratuity).

West Coast Multihulls – Lucia 40 Catamaran

West Coast Multihulls &ndash; Lucia 40 Catamaran is a 2018 Fountaine Pajot sailing catamaran based in San Diego, designed for comfort, stability, and unforgettable coastal cruising. It accommodates up to 12 guests, making it ideal for private celebrations

Enjoy a 2, 2.5, or a 3 hour sail adventure along San Diego’s coastline. Relax onboard with cityscape ocean views and a fresh sea breeze, or enjoy snorkeling, paddleboards, and kayaks (by special request and seasonal). Keep an eye out for dolphins, sea lions or other wildlife along the way. Departure times are flexible, contact the captain to customize the trip, including sunset options depending on timing. Perfect for families, friends, or couples seeking a quick, unforgettable ocean experience.

San Diego Sail Adventures

Set sail aboard a beautifully restored 1976 Westsail 43&rsquo; American built sailing yacht, fully refitted in 2020 and based in San Diego. Designed for comfort and adventure, this classic vessel accommodates up to 12 guests comfortably, making it perfect

Sailing, Catamaran & Gulet Tours in San Diego

Top Sailing, Catamaran & Gulet Tours in San Diego