San Francisco is one of the most iconic cities in the U.S., and its bayfront location makes it an ideal place for sailing. Whether you want to enjoy a romantic sunset, see the skyline from the water, or get hands-on with sailing, San Francisco offers a variety of options to suit different tastes. We especially love the San Francisco Bay Sunset Catamaran Cruise for its relaxed vibe and stunning views, and the America’s Cup Day Sailing Adventure for those craving a high-speed, competitive thrill. These tours and many others open up a new perspective on the city, letting you see landmarks like the Golden Gate Bridge and Alcatraz from the water.
If you’re wondering what kind of sailings are available, this list covers everything from quick 1.5-hour trips to full-day private charters, including scenic cruises, interactive sailing experiences, and sunset sails. Each option offers something unique—whether it’s wildlife sightings, hands-on sailing, or luxury comfort—so you can pick what best fits your style and budget.
1. San Francisco Bay Sunset Cruise by Luxury Catamaran
At number 1, the San Francisco Bay Sunset Cruise by Luxury Catamaran offers a luxurious, 1.5-hour experience with stunning sunset views. Riding on a spacious, stable catamaran, you’ll glide past Alcatraz, the Golden Gate Bridge, and the charming town of Sausalito. This cruise is perfect for those seeking a relaxing, high-quality outing that combines comfort with breathtaking scenery. Travelers consistently rate it 4.8 out of 5, citing the beautiful vistas and wildlife sightings like sea lions. Expect to see the San Francisco skyline light up as the sun dips into the Pacific, making it a popular choice for couples and special occasions. Priced at $98 per person, it’s a smooth way to enjoy a memorable evening without breaking the bank. Bottom line: a romantic, scenic cruise with excellent reviews and a touch of luxury.
2. San Francisco Bay Sailing Cruise
Number 2, the San Francisco Bay Sailing Cruise is a 1.5-hour trip rated a perfect 5.0 based on nearly 600 reviews. For just $72, you’ll board a stable catamaran departing from Pier 39 to sail beneath the Golden Gate Bridge, past Alcatraz, and towards Sausalito. This tour emphasizes excellent photo opportunities, thanks to its prime viewpoints of the bay’s landmarks. Many reviewers mention how friendly and knowledgeable the crew is, making it ideal for first-timers or families. With close-up views of wildlife like sea lions and sometimes even dolphins, this cruise offers an engaging, scenic ride. The simplicity of this trip makes it a great choice for those short on time but eager to see the city from a different angle. Bottom line: a top-rated, affordable way to experience San Francisco from the water.
3. 1.5-Hour San Francisco Bay Sailing Tour
Number 3, the 1.5-Hour San Francisco Bay Sailing Tour delivers a classic sailing experience with a focus on comfort and scenic beauty. For $99, you’ll cruise past Alcatraz, Angel Island, and the Golden Gate aboard an elegant vessel featuring teak decks and bronze fittings. The tour’s charm lies in its intimate setting and personalized attention, plus it includes two drinks—wine, beer, or soft drinks—that enhance the experience. Reviewers love the relaxed atmosphere and the opportunity to see the city from the water with some of the best lighting in the late afternoon. This trip is perfect for those who want a laid-back, scenic cruise with a touch of elegance. Bottom line: a highly-rated, intimate sailing tour with drinks included.
4. San Francisco: Golden Gate Bridge Catamaran Cruise
Number 4, the Golden Gate Bridge Catamaran Cruise offers a 90-minute sail with spectacular views. This cruise takes you past Alcatraz, under the iconic Golden Gate Bridge, and provides excellent opportunities to spot seals lounging in the bay. With a focus on the striking scenery and marine wildlife, this trip is ideal for those wanting a quick but immersive experience. The reviews highlight the beautiful scenery and friendly crew, rated 4.9 out of 5. It’s a good option if you want an efficient, scenic outing with plenty of photo ops, all for around $72. Bottom line: a short, scenic cruise perfect for photo enthusiasts and wildlife watchers.
5. America’s Cup Day Sailing Adventure on San Francisco Bay
Number 5, the America’s Cup Day Sailing Adventure is a 2.5-hour experience rated 5.0 with a price of $99. It’s designed for those who want more than sightseeing—this is a hands-on race course aboard a high-speed International America’s Cup-class yacht. You’ll work the sails, take turns skimming beneath the Golden Gate, and even get a chance to skipper if you’re up for it. Many reviews highlight the thrill of sailing on a genuine racing boat and the unique views of Sausalito and the Bay Bridge. It’s ideal for sailing enthusiasts or anyone craving an active, adrenaline-filled adventure. Bottom line: a rare chance to sail a race boat and learn racing techniques in a memorable setting.
6. San Francisco: Bay Sailing Tour with Drinks
Number 6, the Bay Sailing Tour with Drinks is a 2-hour trip on a 28-passenger sailboat. For $129, it combines sightseeing with leisurely sipping on beer or wine served by your crew. You’ll sail past Alcatraz, Angel Island, and enjoy panoramic views of the San Francisco waterfront. The tour’s relaxed pace and personal attention make it popular among those wanting a more intimate, social experience. The friendly crew helps highlight key sights and wildlife along the way. It’s best suited for those who want to combine a scenic sail with a casual drinks experience. Bottom line: a laid-back, social sailing trip with beverages and fantastic views.
7. 2-Hour Interactive Sailing Experience on San Francisco Bay
Number 7, the 2-Hour Interactive Sailing Experience is rated 5.0 and offers a very hands-on approach. For $134, you’ll sail beneath the Golden Gate, around the Alcatraz area, and learn to sail with a licensed captain. Many reviewers mention the personal engagement, noting how they got to steer and work the sails. It’s perfect for active travelers interested in a true sailing experience rather than just sightseeing. The focus on participation provides a memorable sense of accomplishment along with spectacular views. Bottom line: an excellent choice for those wanting to learn sailing skills and enjoy unique perspectives of the Bay.
8. Golden Gate Bridge Sailing Tour
Number 8, the Golden Gate Bridge Sailing Tour is a 2-hour cruise rated 5.0 at $129. It departs from Pier 39 and takes you past the Marin Headlands, Tiburon, and other waterfront landmarks like Ghirardelli Square. You’ll have chances to see seals and wildlife, with two free drinks included. With its comprehensive route and scenic highlights, it offers a broad view of what makes the bay special. Travelers note how beautiful the scenery is and appreciate the friendly crew. This trip is ideal if you want a full, scenic tour with plenty of photo opportunities. Bottom line: a well-rounded, value-packed cruise for classic sightseeing.
9. America’s Cup Day Sailing Adventure on San Francisco Bay
Number 9, the America’s Cup Day Sailing Adventure is a 2.5-hour high-speed race experience on a world-class yacht. It’s perfect for those who want to actively participate, with options to work the sails or steer. Many reviews describe the thrill of sailing under the Golden Gate and navigating the actual race course from the 2013 event. It’s especially suited for sailing fans wanting a competitive edge or an adrenaline rush. Costing around $99, it offers incredible value for a hands-on, memorable experience that’s hard to match. Bottom line: best for active travelers eager to feel the wind and learn racing techniques.
10. 2hr. Sunset Sailing Experience on San Francisco Bay
Number 10, the 2hr Sunset Sailing Experience combines the magic of sunset with the thrill of sailing. For $149, you’ll glide past Golden Gate, Angel Island, and the SF skyline as the sun sets. This voyage is ideal for romance, with a small group size (max six), allowing plenty of space for conversation and relaxation. Reviewers rave about the peaceful atmosphere and “beautiful views.” It’s perfect for couples or those looking for a quiet, intimate experience. Expect to enjoy drinks, snacks, and spectacular photo opportunities. Bottom line: a serene, romantic sunset cruise that’s perfect for couples or small groups.
11. SAN FRANCISCO: (2hr) Sunset Sailing Experience on SF Bay
Number 11, this 2-hour Sunset Sailing Experience offers a similar sunset experience, rated 5/5. It sails past Golden Gate, offers views of the city skyline, and captures the evening glow as the day ends. With a focus on the scenic beauty of the Bay Area at dusk, this trip is ideal for travelers seeking a peaceful, picture-perfect moment. The experience is interactive, and the captain encourages participation. It’s well-suited for those wanting a relaxed, romantic atmosphere with excellent photo opportunities. Bottom line: a fantastic small-group sunset sail for romantic and scenic moments.
12. Awesome San Francisco Bay Private Sailing Adventure via Sausalito
Number 12, the Private Sailing Adventure via Sausalito is a 2-hour private trip for up to six people at just $58 per person. This all-in-one experience lets you skipper your own boat, sail beneath the Golden Gate, and enjoy close-up views of Alcatraz and the San Francisco skyline. Many reviews praise the personalized service and flexibility, making it ideal for families or small groups wanting a custom adventure. The guide shares stories about life on the water, adding a personal touch. This tour is perfect for those who want privacy and a tailored experience without the crowds. Bottom line: a private, customizable sailing trip with great value and personal attention.
13. SAN FRANCISCO: (2hr) Interactive Sailing Experience
Number 13, the 2-Hour Interactive Sailing Experience is rated 4.7 and puts you in the captain’s seat. For $149, you’ll sail past Alcatraz, Golden Gate, and the San Francisco waterfront, while actively working the sails. Many reviews highlight the hands-on approach and the thrill of steering and trimming the sails. It’s perfect for travelers eager to learn the basics of sailing while enjoying iconic sights. The experience is designed to be fun and engaging, offering a real taste of sailing life. Bottom line: an interactive, educational tour that delivers a full sailing experience.
14. SAN FRANCISCO: (2hr) PRIVATE Sailing Experience 6 Guests
Number 14, the Private Sailing Experience for 6 Guests offers a personal, flexible outing for $795. It provides the full sailing experience with the chance to skipper your boat and customize your route—whether it’s under the Golden Gate, past Alcatraz, or along the San Francisco waterfront. Reviewers love the personalized attention and the opportunity to create a lifelong memory with friends or family. It’s ideal for those who want privacy and control over their adventure, with the added bonus of a professional crew handling the logistics. Bottom line: a premium private charter for an exclusive, customized experience.
15. Private Sailing Charter: Up to 24 Passengers
Number 15, the Private Sailing Charter for up to 24 is perfect for larger groups. Costing $1,207.50, it includes the entire boat, captain, and crew, with flexibility on the route. You can sail past Alcatraz, under the Golden Gate, or explore other bay highlights. Many reviews mention how the boat can be tailored to your preferences, making this an ideal choice for celebrations, corporate outings, or family reunions. The boat can accommodate 34 people but limits to 24 for comfort. This offers a luxurious, private environment for a memorable day on the water. Bottom line: a spacious, customizable private boat for groups, combining privacy and flexibility.
$1,207.50 per group (up to 1)
16. San Francisco Bay Sunset Catamaran Cruise
Finally, the San Francisco Bay Sunset Catamaran Cruise is a popular choice with over 1,250 reviews and a perfect 5-star rating. For around $88, you’ll enjoy 1 hour 35 minutes sailing at dusk, with views of Alcatraz, the Golden Gate, and the city skyline lit up for the night. The cruise includes one complimentary beverage and a chance to see the bay at its most atmospheric. Many reviewers describe it as a peaceful, beautiful experience ideal for romantic evenings or photography enthusiasts. It’s a great way to cap off your day with a relaxing sail into the sunset. Bottom line: a highly-rated, affordable sunset cruise that’s perfect for a memorable evening out.
$88.00 per person
How to Choose the Best Sailing Experience in San Francisco
When selecting your ideal sailing tour, consider your budget, interests, and time available. If you want a quick scenic overview, the Golden Gate Bridge Catamaran Cruise or Sunset Catamaran Cruise offer concise, picturesque trips. For an active, participatory experience, the Interactive Sailing Experience or America’s Cup Adventure are excellent choices. Those seeking a private, customizable outing should consider the Private Sailing Charter for up to 6 or the larger Up to 24 Passengers options.
Booking early is especially recommended for popular sunset or private tours, particularly during peak season in summer or weekends. Weather can influence the experience—be prepared for wind and chill, especially in the evenings.
San Francisco’s sailing scene offers something for all—from romantic sunset cruises to adrenaline-pumping regattas. For a relaxed, scenic experience, the Sunset Catamaran or Bay Tour with Drinks will suit most travelers. For those eager to learn and participate, the Interactive Sailing options deliver hands-on fun. And if privacy and customization are your priorities, the private charters offer an exclusive experience tailored to your group. No matter your choice, these tours promise a memorable way to see the city’s famous sights from a fresh perspective—so don’t forget to book early and bring your camera.