Boston: Sunday Pastry & Prosecco Sail on Boston Harbor

A Unique Sunday Sailing with Pastries and Prosecco in Boston

This $75 per person tour offers a two-hour escape from the busy streets of Boston, departing from Fan Pier Marina aboard the Liberty Star, a classic schooner. Perfect for those seeking a relaxed morning on the water, this experience combines brunch treats with mimosas and scenic views of the Boston skyline. The tour is ideal for anyone wanting to enjoy the harbor with a laid-back vibe and excellent drinks, though it’s geared toward adults over 21 due to alcohol consumption.

Guests can savor complimentary coffee, tea, and pastries from Boston’s Flour Bakery + Cafe, served on the boat. Drinks are available for purchase, including local beers, wines, and cocktails, but outside beverages and coolers are not permitted. The Liberty Fleet of Tall Ships manages this memorable experience, which balances sightseeing with a leisurely brunch in a charming maritime setting.

You can check availability for your dates here:

Key Points

• Two-hour sailing tour aboard the schooner Liberty Star from Fan Pier Marina
• Pastries from Flour Bakery + Cafe included, with complimentary coffee and tea
• Mimosas and alcoholic drinks available for purchase onboard
• Beautiful views of Boston’s skyline without stops during the cruise
• No narration during the sail, but crew is happy to share local insights
• Age restriction: Guests must be over 21 to enjoy alcoholic beverages

Departing from Fan Pier Marina: Easy and Clear Meeting Instructions

The tour departs from Fan Pier Marina—not Long Wharf as previously. Look for the “Liberty Fleet Boarding” sign near the Reel House Oyster Bar. After following the right-most ramp down to the dock, turn left, then walk all the way to the end of the dock. The green steps and the Liberty Star mark the boarding area. This straightforward process helps ensure a smooth start to your harbor adventure, with plenty of signage guiding you.

The Charm of Sailing on the Tall Ship Liberty Star

The Liberty Star is a traditional schooner offering a classic sailing experience. While there’s no formal narration during the tour, crew members are approachable and willing to answer questions about local landmarks or maritime details. The vessel’s design provides an authentic sailing atmosphere, making it a perfect backdrop for admiring Boston’s famous skyline while relaxing on deck.

Guests often enjoy helping with sailing tasks, such as hoisting the topsail, which adds a hands-on element to the cruise. The two-hour sail is paced comfortably, offering ample time to take in the views and enjoy the brunch. The vessel’s classic look and steady ride contribute to a genuine maritime feel.

Indulge in Brunch with Bakery-Quality Pastries and Coffee

The onboard brunch features fresh pastries from Flour Bakery + Cafe, a well-known Boston bakery. The pastries are praised for being fresh and plentiful, making the meal a highlight for many. Complimentary coffee and tea complement the pastries, helping guests start their Sunday with a sweet touch.

While the pastry selection isn’t detailed, the reviews mention a variety of treats that satisfy sweet cravings. Bring your own snacks or bagged lunch if desired, but keep in mind that coolers and outside beverages are not allowed onboard, maintaining a tidy and controlled environment.

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Sipping Mimosas and Other Drinks on the Water

The tour’s beverage offering includes complimentary mimosas—noted for being delicious and abundant—and drinks available for purchase. These include local beers brewed in South Boston, red and white wines, and select cocktails. The crew is happy to serve drinks via cash, credit, or Apple Pay, providing flexibility for payment.

Guests appreciate that the drinks are priced reasonably, making it easy to unwind with a drink in hand while enjoying the scenery. The two-hour window allows plenty of time to enjoy a mimosa or a cold beer without feeling rushed.

The Spectacular Views of Boston’s Skyline

One of the true highlights of this tour is the stunning view of Boston’s skyline from the harbor. As the schooner sails without stops, the focus is on the panoramic cityscape and the calm waters of Boston Harbor. It’s an ideal setting for photos or simply soaking in the scenery while relaxing on deck.

The open water and vessels’ steady course provide an unobstructed view of key landmarks, making this an enviable vantage point that many visitors cherish.

Weather Dependence and Safety Considerations

Since the sailing experience depends on good weather, cancellations can occur if conditions are poor. Guests are offered a full refund or alternative date if the tour is canceled. It’s a straightforward policy that ensures safety takes precedence.

Participants must be aware that the tour is not suitable for wheelchair users, and pets are not allowed—except for assistance animals. The two-hour cruise is comfortable for most, but physical requirements are minimal, focusing on boarding and being on deck.

The Clear Location and How to Find the Boat

Boarding takes place at the Fan Pier Marina, which is easy to reach and well-signposted. The Liberty Fleet provides clear directions, reducing any confusion. The location’s proximity to downtown Boston makes it convenient for visitors staying in or near the city.

The sign next to the Reel House Oyster Bar guides you to the dock, and the walk along the dock to the green steps ensures a smooth start to the adventure.

Who Will Enjoy This Boston Harbor Sail?

This two-hour sailing and brunch experience is perfect for adults over 21 seeking a relaxing day on the water with complimentary pastries and a variety of drinks. It suits those who appreciate scenic views, a laid-back atmosphere, and authentic sailing without the complexity of a lengthy tour or multiple stops.

It’s ideal for romantic outings, small groups, or anyone wanting to unwind while enjoying the Boston skyline from a classic vessel. The casual and friendly crew, along with the beautiful scenery, make this cruise a memorable way to enjoy Boston Harbor.

Boston: Sunday Pastry & Prosecco Sail – Final Thoughts

At $75, this two-hour harbor sail offers a relaxed and enjoyable way to start a Sunday. The combination of fresh bakery treats, mimosas, and stunning views on a traditional schooner makes it a standout experience for those seeking a calm maritime escape.

While it’s not a narrated tour, the friendly crew’s knowledge and the vessel’s classic charm compensate for this. The focus on scenery, brunch, and drinks creates a simple yet delightful outing that captures the spirit of Boston’s harbor.

This tour suits visitors looking for a laid-back, scenic, and gastronomic experience in the city. It’s a great option to celebrate a special occasion or simply enjoy a peaceful morning on the water surrounded by Boston’s iconic skyline.

Frequently Asked Questions

Is there a minimum age to participate?
Yes, guests must be over 21 to enjoy the alcoholic drinks onboard.

What should I bring on the sail?
Bringing your own snacks or bagged lunch is allowed, but coolers and outside beverages are not permitted onboard.

How do I find the boarding location?
Follow the “Liberty Fleet Boarding” sign at the Fan Pier Marina, next to the Reel House Oyster Bar. Walk along the dock to the green steps and the Liberty Star.

What if the weather is bad?
The tour is weather-dependent; if canceled, you will be offered a full refund or an alternative date.

Can this tour accommodate people with mobility challenges?
No, this experience is not suitable for wheelchair users.

You can check availability for your dates here: More Great Tours Nearby