TOP 30 Best Luxury sailing vacations usa in San Diego, California

San Diego Yacht Charters is a premier travel agency located at 2803 Emerson Street in San Diego, California. We specialize in providing luxury yacht charters for those looking to explore the stunning waters of San Diego and beyond. With a fleet of top-of-the-line yachts and experienced crew members, we offer unforgettable experiences for individuals, couples, and groups looking to enjoy a day on the water in style. Whether you're looking to host a private event, celebrate a special occasion, or simply relax and unwind, San Diego Yacht Charters has the perfect option for you. Contact us today to start planning your dream yacht charter experience.

Sterling Sails is a premier travel agency located at 1880 Harbor Island Drive in San Diego, California. Specializing in boat rentals, sailing tours, and luxury yacht charters, Sterling Sails offers a variety of unique experiences on the beautiful waters of San Diego. Whether you're looking to rent a boat for a relaxing day on the water, celebrate a special occasion with a sunset cruise, or plan a memorable party or proposal, Sterling Sails has you covered. With options for bachelor and bachelorette parties, birthday celebrations, and private sailboat charters, Sterling Sails is the perfect choice for those seeking a one-of-a-kind experience in San Diego. Visit Sterling Sails today and set sail on an unforgettable adventure.

Pacifica Sailing Charters is a premier sailing school and travel agency located at 1880 Harbor Island Drive in San Diego, California. We offer a variety of sailing courses for all experience levels, from beginners to advanced sailors. Our experienced instructors provide hands-on training in a safe and supportive environment. In addition to our sailing courses, we also offer charter services for those looking to explore the beautiful waters of San Diego. Whether you're looking to learn how to sail or simply enjoy a relaxing day on the water, Pacifica Sailing Charters has something for everyone. Come sail with us and experience the beauty of the open sea!

Sail San Diego is a family-owned institution founded by San Diegans in the late ’80s. Located at 2720 Shelter Island Drive in San Diego, California, this school and travel agency offers luxury sailboat experiences with certified captains. Upon arrival, guests are welcomed by friendly staff and captains before setting sail on well-maintained modern-day sailboats from a private marina. With daily scheduled sailing charters available seven days a week, all year long, guests can choose from multiple sail times to suit their schedule and enjoy the beauty of San Diego from the water. The institution offers small and personal public sails with a maximum of 6 guests, creating an intimate and personalized experience for sailing enthusiasts of all ages. Morning sails are known for calm waters and light winds, while sunset sails provide a romantic and relaxing atmosphere. Private sailboat options are also available for up to 12 guests, making it a great option for friends, family, or special occasions.

Lucky Sol Sailing is San Diego's premier sailing tour company, located at 1880 Harbor Island Drive in San Diego, California. With a focus on providing unforgettable experiences on the waters of Southern California, Lucky Sol Sailing offers a range of sailing tours and packages for all levels of experience. Whether you're looking for a relaxing sunset cruise or an adventurous sailing excursion, Lucky Sol Sailing has something for everyone. Come sail with us and discover the beauty of San Diego's coastline from a whole new perspective.

San Diego Sailing Experiences is a premier travel agency located at 955 Harbor Island Drive in San Diego, California. We offer unforgettable sailing experiences on the beautiful waters of San Diego Bay. Whether you're looking for a relaxing sunset cruise, a thrilling sailing adventure, or a private charter for a special occasion, our experienced crew and top-of-the-line vessels are here to make your maritime dreams a reality. Join us for a day on the water and create lasting memories with San Diego Sailing Experiences.

The Adventuress Luxury Catamaran is a stunning 60' private yacht available for exclusive charter in San Diego, California. With a capacity for up to 48 guests, the catamaran offers customized excursions on San Diego Bay. Whether you're looking for a romantic sunset cruise, a corporate team building event, or a bachelorette party, the Adventuress is the perfect venue. The professional captain and crew ensure a first-class experience, with impeccable service and attention to detail. The spacious decks, luxurious amenities, and exceptional service make the Adventuress a top choice for any special event or outing. Don't miss the opportunity to sail in style on this beautiful catamaran.

San Diego Sailing Tours is a premier school and travel agency located at 1450 Harbor Island Drive in San Diego, California. Offering a unique and unforgettable experience on the water, our tours provide an opportunity to learn how to sail while taking in the stunning views of San Diego's picturesque coastline. Whether you're a beginner or an experienced sailor, our expert instructors will guide you through the fundamentals of sailing, making it a fun and educational experience for all. Embark on a sailing adventure with San Diego Sailing Tours and create lasting memories on the open seas.

San Diego Sailing Adventures - Sail Liberty is a premier tourist attraction and travel agency located at 955 Harbor Island Drive in San Diego, California. With breathtaking views of the San Diego skyline and the Pacific Ocean, this institution offers unforgettable sailing experiences for visitors and locals alike. Whether you're looking to relax on a leisurely cruise or embark on an exciting sailing adventure, Sail Liberty provides expert captains and top-of-the-line sailboats to ensure a memorable and safe journey. Don't miss the opportunity to explore the beauty of San Diego from the water with San Diego Sailing Adventures - Sail Liberty.

San Diego Charters is a premier travel agency located at 955 Harbor Island Drive in San Diego, California. With a focus on providing luxurious and unforgettable charter experiences, our team is dedicated to helping clients create memorable moments on the water. Whether you're looking to host a private event, plan a romantic sunset cruise, or embark on a thrilling fishing excursion, San Diego Charters has a wide range of options to suit every preference. Our experienced staff is committed to delivering exceptional service and ensuring that every aspect of your charter experience is seamless and enjoyable. Book your next adventure with San Diego Charters and let us help you create lasting memories on the beautiful waters of San Diego.

Gone Sailing is a premier sailing institution located at 1441 Quivira Road in the beautiful city of San Diego, California. Offering a range of sailing courses and experiences, Gone Sailing is the perfect place for both beginners and experienced sailors to hone their skills and enjoy the stunning waters of San Diego Bay. With experienced instructors, top-of-the-line equipment, and a passion for all things sailing, Gone Sailing is the ultimate destination for anyone looking to embark on a nautical adventure. Come sail away with us at Gone Sailing!

San Diego Beach King is a premier real estate and travel agency located at 3969 Ocean Front Walk in San Diego, California. Our institution offers luxurious vacation homes with stunning ocean views and top-notch amenities. Whether you're looking to relax on the beach, go sailing, fishing, or enjoy a delicious sushi buffet, we have something for everyone. Our properties are perfect for families or groups, with options to accommodate up to 8 guests. Experience the ultimate beach getaway at San Diego Beach King and make unforgettable memories by the sea.

Intrigue Luxury Charters is a premier travel agency located in the heart of San Diego, California. Specializing in luxury yacht charters, our experienced team is dedicated to creating unforgettable experiences for our clients. Whether you're looking to explore the stunning coastline of California or cruise to exotic destinations around the world, we have the perfect charter for you. With top-of-the-line vessels and personalized service, we strive to make every journey with us a truly luxurious and memorable one. Visit us at 2838 Garrison Street to start planning your next adventure today.

RockStar Yacht Charters San Diego is a premier travel agency located at 1880 Harbor Island Drive in San Diego, California. Specializing in luxury yacht charters, they offer unforgettable experiences on the stunning waters of San Diego Bay. Whether you're looking for a romantic sunset cruise, a corporate event, or a fun-filled day on the water with friends and family, RockStar Yacht Charters has the perfect vessel for you. Their fleet of top-of-the-line yachts, exceptional service, and attention to detail make them the go-to choice for those seeking a truly memorable and luxurious experience on the water. Book your charter with RockStar Yacht Charters San Diego and set sail for an unforgettable adventure.

San Diego Luxury Sailing is a prestigious institution located at 1450 Harbor Island Drive in San Diego, California. Specializing in private sailing charters, this establishment offers the best sailing experience in San Diego. Whether you're looking for a romantic sunset sail, a thrilling whale watching adventure, or an unforgettable overnight experience, San Diego Luxury Sailing has you covered. Their private sunset sails are a popular choice, allowing guests to witness the stunning San Diego sunset from the comfort of a luxury sailing yacht. For wildlife enthusiasts, their whale watching cruises provide an up-close encounter with San Diego's marine life. And for those seeking a unique overnight experience, their anchorage in Glorietta Bay offers breathtaking views of Downtown, The Hotel Del Coronado, and the Coronado Bridge.

San Diego Sunset Sail is a premier travel agency located at 955 Harbor Island Drive in San Diego, California. Specializing in unforgettable sunset sailing experiences, our expert team will help you plan the perfect outing on the beautiful waters of San Diego Bay. Whether you're looking for a romantic date night or a relaxing evening with friends and family, San Diego Sunset Sail offers luxurious sailboat charters with stunning views of the sunset. Join us for a magical adventure on the water and create memories that will last a lifetime.

Alexander Marine USA is a premier store located at 2540 Shelter Island Drive in San Diego, California. Specializing in luxury yachts and marine equipment, this institution offers a wide range of top-of-the-line products and services for boating enthusiasts. With a reputation for excellence and a commitment to customer satisfaction, Alexander Marine USA is the go-to destination for all your boating needs. Visit us today and experience the ultimate in maritime luxury.

San Diego Waterfront is a popular tourist attraction located in the vibrant city of San Diego, California, United States. This picturesque waterfront area offers stunning views of the harbor, with plenty of activities and attractions to enjoy. Visitors can explore the bustling waterfront shops and restaurants, take a leisurely stroll along the scenic promenade, or even hop on a boat tour to see the city from a different perspective. Whether you're looking for a relaxing day by the water or an exciting adventure, San Diego Waterfront has something for everyone to enjoy.

I Sail SD is a premier travel agency located at 2323 Shelter Island Drive in San Diego, California. Specializing in sailing adventures, they offer a wide range of services including private charters, sailing lessons, and sunset cruises. Whether you are a seasoned sailor or a beginner looking to experience the beauty of the ocean, I Sail SD has something for everyone. Their experienced crew and top-of-the-line boats ensure a safe and unforgettable experience on the water. Book your next sailing adventure with I Sail SD and discover the beauty of San Diego from the sea.

San Diego Sail Adventures is a premier sailing institution located at 5638 Lake Murray Boulevard in La Mesa, California. Our experienced and knowledgeable crew offers a variety of sailing experiences, including private charters, sunset cruises, and team building outings. Whether you're a seasoned sailor or a first-time adventurer, we have something for everyone. Come explore the beautiful waters of San Diego Bay with us and create memories that will last a lifetime. Book your sail adventure today!

Triton Charters and Yacht Rental is a premier travel agency located at 2700 Shelter Island Drive in San Diego, California. With the largest occupancy of any catamaran in San Diego, Triton is Coast Guard certified to accommodate up to 100 passengers. Our luxurious 75-ft catamaran features a 13-seat custom bar, built-in waterslide, plenty of seating, elegant décor, flat screen TV, dance floor, and bow trampoline. Embark on a journey through San Diego Bay and marvel at the city's iconic landmarks on our ticketed charters. Enjoy cocktails, draft beer, wine, soft drinks, and more from our fully stocked bar. Ask about our catering options to enhance your experience.

West Coast Multihulls is a premier institution located at 955 Harbor Island Drive in San Diego, California. As a leading school, store, and travel agency specializing in multihull sailboats, we offer top-notch instruction, a wide selection of boats and gear, and exciting travel opportunities for sailing enthusiasts of all levels. Our knowledgeable staff is dedicated to providing exceptional service and helping customers experience the thrill of multihull sailing on the beautiful West Coast. Come visit us and start your multihull adventure today!

Harbor Sailboats is a premier sailing institution located at 2040 Harbor Island Drive in San Diego, California. Offering a wide range of sailing classes, rentals, and charters, Harbor Sailboats is the perfect destination for both experienced sailors and beginners looking to explore the beautiful waters of San Diego Bay. With a fleet of well-maintained sailboats and experienced instructors, Harbor Sailboats provides a safe and enjoyable sailing experience for all. Whether you're looking to learn the ropes or simply enjoy a relaxing day on the water, Harbor Sailboats has something for everyone. Come sail with us and experience the beauty of San Diego from a whole new perspective.

Experience perpetual spring in the coastal city of Santa Barbara at the Beachside Inn! Located just across the iconic Santa Barbara Harbor, our hotel offers 69 contemporary guestrooms blending coastal chic décor with Spanish Colonial Revival architecture. Explore the American Riviera with its famous beaches, Santa Ynez Mountains, and stunning views of the Pacific Ocean. Our hotel is conveniently located near top attractions such as Stearns Wharf, State Street, Santa Barbara Zoo, and more. Enjoy a range of rooms and suites with views of our heated pool, Plaza del Mar park, or the harbor. Start your day with a continental breakfast and relax by the outdoor pool or on the sundeck. Our friendly staff is here to assist you with anything you need. Don't miss out on our brand new Signature Rooms for an extra special getaway. With activities like whale watching, kayaking, and sailing right across the street, the Beachside Inn is the perfect choice for your Santa Barbara adventure.

Big Blue Photo Boat is a travel agency located at 1677 Quivira Road in San Diego, California. The institution is run by a 100-ton licensed Captain, professional photographer, divemaster, and commercial Drone Pilot who is passionate about showcasing the beauty of the sea. With years of experience in producing films for major networks like Discovery Channel, BBC, and CBS, the Captain is dedicated to providing guests with an unforgettable experience at sea. Whether you're interested in bird watching, whale watching, or sea lion encounters, Big Blue Photo Boat offers a unique opportunity to explore the wonders of the Big Blue right off the coast of San Diego.

Seaforth Yacht Charters is a premier travel agency located in Coronado, California. Situated at 1715 Strand Way, this institution offers a luxurious and unforgettable experience for those looking to explore the beautiful waters of the Pacific Ocean. With a wide range of yachts available for charter, Seaforth Yacht Charters provides top-of-the-line vessels for any occasion, whether it be a romantic sunset cruise or a fun-filled day out on the water with family and friends. Their experienced staff is dedicated to ensuring a safe and enjoyable journey, making them the go-to choice for yacht charters in the area. Experience the ultimate in luxury and relaxation with Seaforth Yacht Charters.

Seaforth Tours is a premier travel agency located in the beautiful Mission Bay area of San Diego, California. With a prime location at 1641 Quivira Road, this agency offers a wide range of exciting and memorable tours for visitors and locals alike. From whale watching excursions to sunset cruises, Seaforth Tours provides top-notch experiences that showcase the stunning beauty of the California coast. Their knowledgeable staff and excellent customer service make planning your next adventure a breeze. Whether you're looking for a relaxing day on the water or an adrenaline-pumping jet ski tour, Seaforth Tours has something for everyone. Book your next unforgettable experience with Seaforth Tours today!

Vintage Soul Charters is a premier travel agency located in the heart of San Diego, California. Our team of experienced professionals is dedicated to providing top-notch charter services for those looking to explore the beautiful waters of Southern California. Whether you're interested in a relaxing sunset cruise or an exhilarating deep-sea fishing adventure, we have the perfect charter for you. Come experience the luxury and elegance of Vintage Soul Charters, where every detail is carefully curated to ensure an unforgettable experience. Visit us at 2838 Garrison Street and let us help you create memories that will last a lifetime.

Koehler Kraft Charters is a top-rated travel agency located at 2302 Shelter Island Drive in San Diego, California. Specializing in private sailing experiences on their all wooden yacht fleet, Koehler Kraft Charters offers a luxurious and exclusive getaway for parties of 2-12 guests. Whether you're looking for a day trip, cocktail cruise, corporate event, or luxury weekend getaway, Koehler Kraft Charters has you covered. With sleek and modern yachts full of character, each experience is tailored to meet the needs and desires of their guests. From birthday celebrations to bachelorette brunch cruises, Koehler Kraft Charters creates unforgettable memories on the stunning San Diego Bay. Their dedicated team is committed to bringing your vision to life, ensuring a safe and enjoyable experience for all passengers. Book your private yacht charter with Koehler Kraft Charters for a unique ocean adventure that you and your guests will never forget.

Outer Limits Charters Inc. is a premier travel agency located in the heart of San Diego, California. Our experienced team specializes in providing unforgettable charter experiences for our clients, taking them to the outer limits of adventure and exploration. Whether you're looking to embark on a deep sea fishing excursion, a luxury yacht cruise, or a thrilling whale watching tour, Outer Limits Charters Inc. has you covered. Come visit us at 1717 Quivira Road and let us help you plan your next unforgettable journey.