Kick off your San Francisco adventure with a sailing trip on the bay that offers a refreshing alternative to the city’s busier tourist spots. For just $99 per person, you’ll hop aboard a classy traditional sailboat for a 90-minute journey that takes you past top sights like Alcatraz Island, the Golden Gate Bridge, and the Angel Island. This experience is perfect for travelers who want a relaxed, intimate way to see the city’s most famous landmarks from the water, with personalized service and two included drinks to make the journey even more enjoyable.
What we love about this tour is how it balances fantastic views with a comfortable sailing experience—you’re not just a passenger, but part of a small crew enjoying a classic vessel with teak decks and bronze fittings. Another highlight is the opportunity to see San Francisco’s skyline and landmarks from angles that are often hard to access by land, all while sipping wine, beer, or soft drinks.
A potential consideration is the weather—since the bay can be chilly and windy, dressing in layers and wearing closed-toe shoes is wise. The tour is also quite popular, so booking about 16 days in advance ensures you secure a spot, especially during peak seasons.
This sailing trip is best suited for those who enjoy relaxing, scenic outings with a touch of elegance. Whether you’re celebrating a special occasion or just want a peaceful break from city hustle, you’ll find this experience offers a memorable view of San Francisco’s most iconic sights.
Key Points

- Stunning Views: See landmarks like Alcatraz, Angel Island, and the Golden Gate Bridge from the water.
- Personalized Experience: Small group size (up to 18) with attentive crew and captain.
- Included Drinks: Two glasses of wine, beer, or soft drinks are part of the package.
- Comfortable Sailing: Traditional vessel with teak decks and bronze fittings adds to the charm.
- Flexible and Convenient: Mobile ticket, easy meeting point at Pier 39, and free cancellation up to 24 hours.
- Weather Consideration: Dress in layers; it can be cooler and windier on the water.
An In-Depth Review of the 90-Minute San Francisco Bay Sailing Tour

When it comes to experiencing San Francisco, many travelers focus on land-based sights like Fisherman’s Wharf, the painted hills, or Alcatraz. But there’s something uniquely special about viewing this city from the water, especially aboard a well-maintained traditional sailboat. This 1.5-hour sailing tour, offered by the San Francisco Sailing Company, provides a relaxed, scenic, and authentic way to take in some of the city’s most celebrated landmarks.
Enjoy being on the water? Here are other boat experiences we've looked into in San Francisco
Starting Point and Meeting Logistics
The tour begins at Pier 39, a lively hub known for its shops, sea lions, and street performers. Meeting here is convenient, especially if you’re already exploring Fisherman’s Wharf area. The mobile ticket system makes it easy to check in, and most travelers find that the experience is quite straightforward. With a small group limit of 18, you won’t be crammed in; instead, you get a more personal sailing experience.
The Vessel and Comfort
The sailboat itself is an elegant, traditional vessel, featuring teak decks that gleam in the sunlight and bronze fittings adding a touch of classic maritime charm. From the reviews, it’s evident that the crew takes pride in maintaining the boat and providing a comfortable environment. Many mention the knowledgeable and friendly crew, who seem genuinely eager to share their love of sailing and the bay’s sights.
The Itinerary and What You’ll See
The main highlight of this tour is the sailing route itself, which offers commanding views of San Francisco’s skyline and the essential landmarks from the water.
- Alcatraz Island: The infamous former prison is a dominant feature in the bay. Many reviews mention that seeing it from the water provides a perspective that’s both impressive and a little eerie.
- Golden Gate Bridge: The best photo opportunities happen from the deck, where you can appreciate the scale and beauty of this iconic structure. One reviewer notes that the best place in the world to view the Golden Gate is from the deck of a sailboat, and we agree it’s a view that makes the trip worth it.
- Angel Island: Often sailing past on every trip, this island offers a scenic backdrop and a hint of history.
- Sausalito Waterfront: The sail often passes the charming town of Sausalito, giving travelers a glimpse of the California coast’s relaxed vibe.
The Experience and Atmosphere
What truly sets this tour apart is the relaxed, intimate atmosphere. You’re not on a large boat with hundreds of travelers but on a smaller vessel designed for comfort and charm. Reviewers highlight how the crew — especially Captain Michael — makes the experience engaging and fun. Many mention that they learned a lot about sailing, which adds an educational twist to the trip.
The drinks included—two glasses of wine, beer, or soft drinks—are a thoughtful touch, especially as you enjoy the breezy conditions and spectacular views. Several reviews praise the attentiveness of the crew, with one reviewer saying Adrian was attentive with drinks and answered questions about the sights.
Drawn to sailing? We've examined these other wind-powered adventures in San Francisco
- San Francisco Bay Sunset Cruise by Luxury Catamaran
- SAN FRANCISCO: (2hr) PRIVATE Sailing Experience 6 Guests
- SAN FRANCISCO: (2hr) Interactive Sailing Experience
- San Francisco: Empress Yacht New Year’s Eve Party Cruise
- San Francisco: Golden Gate Bridge Catamaran Cruise
- SAN FRANCISCO: (2hr) SUNSET Sailing Experience on SF Bay
Weather and Clothing Tips
Since sailing on the bay is subject to weather changes, it’s smart to dress in layers. The water often feels cooler than land, and wind can pick up unexpectedly. Comfortable, closed-toe shoes are also recommended. A few reviews mention that it’s a bit chilly at times, but most agree that the gorgeous scenery and the experience itself outweigh any discomfort.
Duration and Value
At 90 minutes, this isn’t a lengthy cruise, but it’s enough time to feel immersed in the bay’s beauty without fatigue. For $99, the value is quite good considering the quality of the boat, the personalized attention, and the unforgettable views you’ll get of San Francisco and its most famous landmarks.
Authenticity and Small Group Experience
Many travelers appreciate that this is not a guided tour with a scripted commentary but a sailing adventure with opportunities to ask questions or simply relax and soak in the scenery. The small group size means you won’t feel like just another face in a crowd, making it ideal for couples, small families, or solo travelers seeking a peaceful escape.
Who Will Love This Tour?
If you’re someone who appreciates authentic maritime experiences, loves scenic views, or simply wants a relaxing outing, this tour fits the bill. It’s especially good for those wanting to combine sightseeing with a touch of elegance — a perfect way to celebrate a special day or just treat yourself to a different perspective of the city.
Final Thoughts

This sailing trip on San Francisco Bay offers a delightful mix of spectacular views, personalized service, and relaxing ambiance. It’s a wonderful way to see the city from a different vantage point, especially if you’re keen to avoid the crowded buses and guided tours. The vessel’s classic design, combined with attentive crew members, ensures a memorable experience that feels both special and genuine.
While the weather can be unpredictable, dressing appropriately makes all the difference, and most travelers walk away feeling they received excellent value for the price. Whether you’re celebrating, seeking a peaceful break, or simply want to add a touch of elegance to your visit, this sailing tour is well worth considering.
FAQs

Is this tour suitable for children?
Most travelers can participate, and the small group size makes it suitable for families. Just keep in mind the outdoor setting and dress accordingly.
What should I wear?
Layered clothing is best because it can be cooler and windier on the water. Comfortable, close-toed shoes are recommended.
Are drinks included?
Yes, two glasses of wine, beer, or soft drinks are included in the ticket price.
What happens if the weather is bad?
The tour can be canceled due to bad weather like heavy rain or unsafe conditions. You’ll be offered a different date or a full refund.
How far in advance should I book?
Most travelers book about 16 days ahead, especially during busy seasons, to secure their spot.
Is there a guide or commentary during the sail?
This is a traditional sailing experience without a guided narration, but crew members are happy to answer questions.
Can I bring my service animal?
Yes, service animals are allowed on the boat.
What is the cancellation policy?
You can cancel for free up to 24 hours before the tour, ensuring peace of mind in case your plans change.
Who Should Consider This Tour?

Travelers looking for a relaxing, scenic experience with personalized attention will love this trip. It’s ideal for those who enjoy classic sailing, want stunning views of San Francisco’s landmarks like the Golden Gate and Alcatraz, or want a less touristy way to see the bay. It’s especially appealing if you’re a small-group seeker and appreciate the opportunity to learn about sailing in a relaxed environment.
For anyone craving a peaceful escape on the water, combined with breathtaking scenery and good company, this sailing tour offers a charming and memorable slice of San Francisco’s beauty—worth every penny.
More Boat Tours & Cruises in San Francisco
More Tours in San Francisco
More Tour Reviews in San Francisco
- Small Group Yosemite and Giant Sequoias Day Trip from San Francisco
- Lake Tahoe Small Group Tour from San Francisco
- San Francisco Muir Woods, Point Reyes and Meadery Tour
- San Francisco Alcatraz, Ferry and 2 Day Hop On Hop Off Bus Tour
- Tour Drone MX Bahía de Banderas
- Private San Francisco Sunset Photography Experience
More San Francisco experiences we've covered
- Small Group Yosemite and Giant Sequoias Day Trip from San Francisco
- Lake Tahoe Small Group Tour from San Francisco
- San Francisco Muir Woods, Point Reyes and Meadery Tour
- San Francisco Alcatraz, Ferry and 2 Day Hop On Hop Off Bus Tour
- Tour Drone MX Bahía de Banderas
- Private San Francisco Sunset Photography Experience
- Yosemite Private Tour from San Francisco
- Trans-led history walking tour of the Transgender District
- Private Russian River Day Trip from San Francisco: Redwoods and Wine Country
- Vantigo – The Original San Francisco 4 Hour VW Bus Private Tour
- 6-Hours Customized Private NAPA Valley Wine Tour From San Francisco Bay Area
- From San Francisco: Napa & Sonoma Valley Wine Tour with Tastings
