Sausalito’s scenic waterfront, calm bay waters, and proximity to iconic landmarks like the Golden Gate Bridge make it a prime spot for sailing experiences. Unlike larger cities where boat tours can feel rushed, Sausalito offers a more intimate, personal view of the bay—whether you want to marvel at sweeping views, enjoy a private dinner, or learn how to steer a vessel yourself. Our favorite here is the Cruise San Francisco Bay on a Century Old Sausalito Yacht—it combines classic elegance with flexible options, perfect for celebrating a special day or just soaking in the Bay Area’s beauty.
If you’re after a romantic evening, the Wine and Dine on a Century Old Sausalito Yacht offers a cozy, elegant setting to enjoy delicious food and drinks while floating past the city’s highlights. For those wanting a more interactive, hands-on experience, the 2hr. PRIVATE Sailing Experience on San Francisco Bay lets you take the helm and really get a feel for sailing with expert guidance. No matter your style or budget, Sausalito’s sailing tours deliver memorable moments on the water.
Quick Overview
Our list of the best sailing experiences in Sausalito includes a variety of options—from historic yacht cruises that showcase the bay’s major sights to private sailing adventures where you can participate directly in steering and navigating. For a luxurious, scenic cruise, check out the Cruise San Francisco Bay on a Century Old Sausalito Yacht. If a romantic, gourmet outing suits your fancy, the Wine and Dine on a Century Old Sausalito Yacht is a perfect choice. And for those wanting an engaging, active experience, consider the 2hr. PRIVATE Sailing Experience on San Francisco Bay. Read on for detailed insights into each.
1. Cruise San Francisco Bay on a Century Old Sausalito Yacht
At number one, this luxurious yacht cruise offers a chance to experience San Francisco Bay aboard a vessel that exudes timeless charm. The yacht, with three cabins, is docked in Sausalito, a charming bayside village only about 10 minutes north of the Golden Gate Bridge. The flexibility here is a big plus—the cruise can last from 2 to 8 hours, so whether you want a quick sightseeing trip or a full-day adventure, they can accommodate. You can also request other departure points if Sausalito isn’t convenient.
What sets this tour apart is its customizable nature. It’s perfect for birthdays, dinner parties, wedding proposals, and wildlife watching. The itinerary includes a sail past the Golden Gate Bridge, offering stunning views and photo opportunities, then on to San Francisco’s waterfront with its iconic sights like Fisherman’s Wharf and Alcatraz. The highlight is the chance to see whales and other marine life in the pristine waters. The crew can help craft a tailored experience—think champagne toast or wildlife observation—and the vessel’s classic elegance makes it a memorable setting.
Bottom Line: This is ideal for travelers seeking a luxurious, private, and customizable sailing experience in a historic vessel, with the opportunity to combine sightseeing, wildlife viewing, and special celebrations.
$900.00 per group (up to 6)
2. Wine and Dine on a Century Old Sausalito Yacht
At number two, this intimate dinner cruise combines elegance with the relaxed charm of Sausalito’s waters. The nearly century-old yacht features three cabins and plenty of natural light, creating a cozy, timeless setting. It’s perfect for romantic evenings, family gatherings, or private parties. The best part? You get to decide what to eat and drink, working with local chefs or bringing your own fare if preferred. The staff can tailor a menu to suit your tastes, whether it’s a gourmet cheese platter or a full three-course meal.
This tour emphasizes personalized service and the chance to enjoy breathtaking views of the surrounding mountains and bay waters. Guests have described it as “better than we could have imagined,” praising the boat’s well-maintained condition and spacious design. It’s best suited for those celebrating special occasions or looking for an elegant yet relaxed way to experience Sausalito’s waters. The price reflects its exclusivity, but the personalized experience and beautiful setting deliver good value.
Bottom Line: For a romantic or intimate celebration with customizable food options and stunning bay views, this yacht dinner cruise delivers a unique, elegant experience.
$300.00 per group (up to 12)
3. 2hr. PRIVATE Sailing Experience on San Francisco Bay
At number three, this interactive private sailing tour is designed for those who want to step beyond sightseeing and get involved in steering the boat. For about $795, up to six guests can enjoy a two-hour cruise led by a USCG-licensed captain and crew. The experience is highly personalized, with opportunities for guests to take the helm and learn about sailing firsthand.
The itinerary takes you past the Golden Gate Bridge, with plenty of time for photos, then on to Alcatraz, Angel Island, and across the San Francisco waterfront. You’ll get up-close views of Treasure Island and the Bay Bridge, with plenty of opportunities for questions and hands-on sailing. The tour is ideal for adventurous travelers or families wanting a more active, engaging experience. While it doesn’t have reviews listed, the emphasis on participation makes it stand out for those who want a deeper connection with the water.
Bottom Line: Perfect for active people or sailing enthusiasts who want to learn by doing, this private experience offers an immersive, memorable adventure on San Francisco Bay.
$795.00 per group (up to 6)
How to Choose
Choosing the right sailing experience depends on your interests, budget, and how involved you want to be. For a luxurious, customizable cruise that combines sightseeing and wildlife watching, the Cruise San Francisco Bay on a Century Old Sausalito Yacht is ideal. If you’re looking for a romantic or special occasion with a focus on dining and atmosphere, the Wine and Dine on a Century Old Sausalito Yacht fits the bill perfectly.
For travelers eager to participate actively and learn sailing skills, the 2hr. PRIVATE Sailing Experience offers a hands-on adventure. Consider your budget, the type of experience you crave, and how much time you want to spend on the water.
Final Thoughts
Sausalito’s sailing options provide a broad spectrum of experiences—from elegant, historic yachts perfect for special occasions to engaging private adventures that put you at the helm. If you’re after a luxurious, scenic cruise, the first option is hard to beat. For a romantic, tailored dinner, the second is charming and memorable. And if you’re the active type or want to learn to sail, the third offers a real hands-on experience.
Booking early is always a good idea, especially in peak seasons, to secure your preferred date and experience. Whether you want to celebrate a birthday, enjoy a sunset with wine, or learn how to steer a boat, Sausalito’s waters are waiting—and these tours make it easy to find your perfect fit.