Imagining sailing beneath the iconic Golden Gate Bridge or gliding past Alcatraz Island with the wind in your hair? Our review of this private sailing experience offers a practical look at what makes it a special way to see San Francisco Bay. If you’re traveling with family, friends, or a small group wanting a personalized adventure, this tour could be just the ticket.
What we love about this experience is its flexibility—you can choose your own route, and it’s a luxury to have the whole boat for your party. The stellar views of San Francisco’s landmarks from the deck are another highlight. The only thing to consider is that the price per group is quite steep, but for a private outing, many find it well worth the expense.
This sail is best suited for those seeking a relaxed, scenic escape rather than a fast-paced tour. If you cherish intimate, authentic moments on the water with unparalleled vistas, this private charter could be the highlight of your visit to the City by the Bay.
Key Points

- Private, customizable experience with your own group on a sailboat
- Stunning views of Golden Gate, Alcatraz, Angel Island, and Sausalito
- Comfortable group size capped at 24 for a relaxed atmosphere
- Flexible route options tailored to your preferences
- Includes captain and crew, with gratuity covered
- Ideal for families, couples, or small groups seeking a scenic, private outing
An Authentic Perspective on the San Francisco Sailing Experience
When considering a cruise around the San Francisco Bay, the idea of a private sailing charter offers a blend of exclusivity, comfort, and memorable scenery. Our research suggests that this experience is particularly suited for travelers looking to enjoy the bay’s most iconic sights without the crowds or the noise of larger tour boats.
You can also read our reviews of more boat tours in San Francisco
Why Choose a Private Charter?
One of the most compelling reasons to book this private sailing is the customization. Unlike standard group tours, you can specify where you want to go—whether you want to linger at a favorite spot or breeze past certain landmarks. The price of $1,207.50 covers the entire vessel, including captain, crew, and gratuity, which makes it easier to plan your budget upfront.
The boat itself is licensed to carry 34 passengers, but limiting groups to 24 or fewer enhances the comfort and intimacy of the trip. Think of it as a floating picnic with the best possible views and a professional crew making sure everything runs smoothly.
What’s the Itinerary?
The typical route starts from Pier 39, a lively spot on San Francisco’s waterfront known for its sea lions and bustling shops. From this point, the boat proceeds to several highlight areas:
- Alcatraz: sailing past the infamous former prison, you’ll enjoy a bird’s-eye view of the island where history and legend collide.
- Angel Island: the Ellis Island of the West, known for its immigrant station, offers a scenic backdrop and rich stories.
- Sausalito: the colorful waterfront town is visible from the water, and sailing up to Richardson Bay provides a chance to see this charming city from a different perspective.
- Golden Gate Bridge: you’ll see the bridge from a sailor’s view, with excellent angles offered throughout the cruise.
- Cityfront: ending back at Pier 39, you’ll have seen most of San Francisco’s iconic sights from a comfortable vantage point.
What’s the Experience Like?
The tour lasts approximately 1 hour and 30 minutes, a perfect length for a relaxed outing that leaves plenty of time to explore the city afterward. The boat is equipped to give excellent views of the Golden Gate Bridge, with many passengers noting how amazing it is to see the bridge from the water.
One recent guest, Darren_D, summed it up as a “very relaxed feel” and praised the top-notch crew. Expect a gentle sway on the water, breezes, and perhaps some sunshine—perfect conditions for a memorable cruise.
What Makes It Special?
Aside from the obvious scenic highlights, what sets this experience apart is the sense of personalization. Since it’s a private tour, you’re not crammed with strangers, and the crew is attentive to your preferences. If you want to linger at a certain spot or take photos without the rush, the captain can often accommodate.
You can also read our reviews of more private tours in San Francisco
- San Francisco Bay Area: Sonoma Wine Valley Private Charter
- San Francisco: Silicon Valley Private Tour
- San Francisco Bay: Private Charter Heron & Osprey
- From San Francisco: Yosemite Private Full-Day Trip
- Private Tour Monterey, Aquarium, 17-mile Drive, Carmel
- From San Francisco: Napa and Sonoma Private Wine Tour
The Value of the Experience
For $1,207.50, you get the entire boat and a dedicated crew, making it an affordable luxury for small groups. When divided among the group, especially for larger parties, it can be a cost-effective way to celebrate a special occasion or enjoy a unique outing.
Considerations and Practical Tips
- Book in advance: most bookings are made about 27 days ahead, which suggests this experience is popular.
- Weather-dependent: if the weather turns bad, the tour can be canceled with a full refund or rescheduled, which adds a layer of reliability.
- Group size: limiting to 24 ensures a more relaxed, less crowded experience.
- Meeting point: located at The Marina at Pier 39, a lively area with easy access via public transportation.
Who Will Love This?
This tour is perfect for families, couples, or small groups who want privacy and flexibility. It suits travelers who appreciate stunning scenery, enjoy a casual, scenic cruise, and want to avoid the hustle of larger tour boats. It’s also an excellent choice for celebrating special occasions in a comfortable, intimate setting.
Final Thoughts

A private sailing tour around San Francisco Bay offers a unique vantage point of the city’s most famous sights, blending breathtaking views with the tranquility of being on the water. The ability to customize your route, along with the comfort of a small group, makes it stand out as a special way to experience the city’s famed landmarks.
While the price may seem high at first glance, many find the value in the privacy, personalized service, and memorable vistas. Whether it’s a relaxed family outing or a romantic escape, this sailing adventure provides a peaceful, scenic, and authentic way to enjoy San Francisco.
If your idea of travel involves stunning views, personalized service, and a touch of adventure, this private sailing experience is well worth considering. Just remember to book early and keep an eye on the weather—good things often come to those who wait for clear skies!
FAQ

How many people can fit on the boat?
The boat is coast guard licensed for 34 passengers, but groups are limited to 24 or fewer for comfort and quality of experience.
What does the price include?
The fee covers the entire boat, captain, crew, and a customary gratuity, offering a straightforward all-in price for your private party.
Where does the tour start and end?
It begins at The Marina at Pier 39, located on the Pier 39 Concourse, and returns there at the end of the cruise.
How long is the tour?
The sailing lasts approximately 1 hour 30 minutes, making it an ideal half-day activity.
Can I choose my route?
Yes, you can stick with the standard route or tell the crew where you’d like to go—it’s your boat and your party.
What if the weather is bad?
The experience is weather-dependent. If canceled due to poor conditions, you’ll be offered a different date or a full refund.
In short, this private sailing charter offers a relaxed yet stunning way to see San Francisco’s iconic sights on your own terms. Perfect for travelers wanting privacy, flexibility, and extraordinary views, it’s a memorable way to add a splash of adventure to any visit.
More Private Tours in San Francisco
- San Francisco: Private Group Alcatraz & City Tour Combo
- San Francisco to Sonoma Private 6 Hour Wine Tour – up to 4 guests
- Private Luxury Car Tour in San Francisco Hotel Kabuki
- San Francisco Private City Tour in New EV Volkswagen Van
- San Francisco to SFO | Private Airport Transfer (One-Way)
- San Francisco Private Walking Tour With Local Guide
More Boat Tours & Cruises in San Francisco
- San Francisco Sightseeing Bay Cruise Tour with Pintours App
- SAN FRANCISCO: (2hr) Interactive Sailing Experience
- San Francisco Bay Cruise and City Combo Tour
- San Francisco: Alcatraz Island Prison Tour with Bay Cruise
- San Francisco Ultimate City Tour with Bay Cruise Option
- San Francisco Alcatraz App Guided Tour with Cruise and Jail House
More Tour Reviews in San Francisco
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