The 30 Best Sailing vacation rentals 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.

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.

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.

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.

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.

Sail Mission Bay is a unique institution located at 1441 Quivira Road in San Diego, California. As a school and travel agency specializing in sailing, it offers a range of educational programs and travel opportunities for those interested in learning how to sail or improving their skills on the water. With experienced instructors and top-notch equipment, Sail Mission Bay provides an unforgettable experience for all who enroll in their courses or book a sailing adventure. Whether you're a beginner looking to try something new or an experienced sailor seeking a new challenge, Sail Mission Bay has something for everyone. Come and explore the beauty of Mission Bay while learning the art of sailing at this exceptional institution.

Family Sailing Tour - Sea Monkey Adventures is a premier travel agency located at 955 Harbor Island Drive in San Diego, California. Specializing in family-friendly sailing tours, our experienced crew and state-of-the-art sailboats provide the perfect setting for a memorable ocean adventure. Whether you're a seasoned sailor or a novice looking to learn the ropes, our tours offer a unique and exciting way to explore the stunning waters of San Diego. Join us for a day of fun, relaxation, and unforgettable memories on the sea with Family Sailing Tour - Sea Monkey Adventures.

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.

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.

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.

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 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.

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!

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!

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.

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.

Fastlane Sailing and Kayaking Center is a premier store located in San Diego, California, offering a wide range of sailing and kayaking equipment and services. Situated at 2590 Ingraham Street, this institution is a one-stop shop for all your sailing and kayaking needs. Whether you are a beginner looking to rent equipment or an experienced sailor in need of gear, Fastlane Sailing and Kayaking Center has everything you need. With a knowledgeable staff and top-of-the-line products, this store is the perfect destination for any water sports enthusiast.

J World Performance Sailing in San Diego is a premier sailing school located at 2240 Shelter Island Drive in the beautiful city of San Diego, California. As one of the top sailing schools in the United States, we offer a wide range of courses and programs for sailors of all levels, from beginners to advanced racers. Our experienced instructors provide hands-on training and personalized coaching to help you improve your sailing skills and reach your full potential on the water. Whether you're looking to learn the basics of sailing or want to sharpen your racing techniques, J World Performance Sailing in San Diego has the expertise and resources to help you succeed. Join us and experience the thrill of sailing in one of the most scenic and exciting sailing destinations in the world.

Shelter Island Sailing is a premier sailing institution located at 2240 Shelter Island Drive in San Diego, California. With a stunning waterfront location, Shelter Island Sailing offers top-notch sailing lessons and experiences for all ages and skill levels. Whether you're a beginner looking to learn the ropes or an experienced sailor wanting to hone your skills, our expert instructors are here to help you navigate the open waters of San Diego Bay. Come sail with us and experience the thrill of the sea in a safe and supportive environment.

Convair Sailing Club is a premier sailing club located on San Diego Bay, offering a unique sailing experience for its members. Situated at 2040 Harbor Island Drive in San Diego, California, this school provides access to a fleet of sailboats for members to enjoy the thrill of sailing on the beautiful waters of the bay. Whether you are a seasoned sailor or a novice looking to learn, Convair Sailing Club offers a range of programs and classes to cater to all skill levels. Join us and embark on a memorable sailing adventure in the stunning surroundings of San Diego Bay.

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.

Eco Boat Rentals is a premier travel agency located in San Diego, California, offering environmentally-friendly boat rental services. Situated at 2803 Emerson Street, Eco Boat Rentals provides customers with the opportunity to explore the stunning waters of San Diego while minimizing their carbon footprint. Whether you're looking for a relaxing day on the water or an adventurous outing with friends and family, Eco Boat Rentals has a wide selection of eco-friendly boats to choose from. Book your next nautical adventure with Eco Boat Rentals and experience the beauty of San Diego in a sustainable and responsible way.

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.

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.

Located at 1025 La Bonita Drive in San Marcos, California, the Lakehouse Resort is a charming lodging institution that offers a peaceful retreat from the hustle and bustle of everyday life. Nestled in a quiet mountain valley, this resort provides guests with an unforgettable lakeside adventure in North County San Diego. Guests can enjoy a wide range of activities such as golf, boating, dining, poolside lounging, and water sports on the shores of Lake San Marcos. The Lakehouse Sail Club offers boat rentals, fishing passes, stand-up paddle boards, and more for freshwater fun on the lake.

Dawn Charters is a travel agency located at 1677 Quivira Road in San Diego, California, United States. Specializing in custom local adventures, you can book your spot today and set sail on an unforgettable experience. The friendly and professional team at Dawn Charters will ensure that your trip is enjoyable and memorable. Whether you're looking to go fishing in La Jolla or simply enjoy a day on the water, Dawn Charters has got you covered. Check out their Facebook page for recent notable catches and get ready for a great day on the water with Dawn Charters.

Expedia Cruises is a leading travel agency located at 3683 Midway Drive in San Diego, California. Specializing in cruise vacations, they offer a wide range of cruise packages to various destinations around the world. With experienced travel agents and excellent customer service, Expedia Cruises is dedicated to helping customers plan the perfect cruise holiday tailored to their preferences and budget. Whether you're looking for a relaxing Caribbean cruise or an adventurous Alaskan expedition, Expedia Cruises has you covered. Book your dream cruise vacation today with Expedia Cruises and set sail for an unforgettable journey on the high seas.

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.