Pastries & Prosecco Aboard a Tall Ship in Boston Harbor - Savoring Pastries and Coffee from Flour Bakery + Cafe

Pastries & Prosecco Aboard a Tall Ship in Boston Harbor

Enjoy a 2-hour sail in Boston Harbor with pastries from Flour Bakery, mimosas, and stunning city views aboard a classic tall ship for $75 per person.

A Unique Brunch Experience on Boston Harbor with Tall Ship Sailing

Pastries & Prosecco Aboard a Tall Ship in Boston Harbor - A Unique Brunch Experience on Boston Harbor with Tall Ship Sailing

For those seeking a relaxing way to celebrate the weekend, the Pastries & Prosecco Aboard a Tall Ship in Boston Harbor offers an enchanting combination of scenic sailing, delicious baked goods, and refreshing drinks. Priced at $75 per person, this 2-hour voyage departs from Marina Overlook at 11:00 am, providing an ideal midday escape. The tour features complimentary coffee and pastries from Flour Bakery + Cafe, with the option to bring your own food (excluding outside beverages and coolers). Mimosas are $5 all morning, and a full bar menu offers local craft beers, cocktails, wine, soda, and juice, all payable via Apple Pay, credit card, or cash.

This experience is perfect for those wanting to enjoy breathtaking views of Boston’s skyline from a traditional tall ship, with a relaxed atmosphere and friendly crew. The group size is capped at 39 travelers, ensuring a comfortable and intimate setting. The tour is accessible to most people, with service animals allowed, and departs from a convenient location near public transportation. Keep in mind that the activity depends on good weather, with the option to reschedule or receive a full refund if canceled due to poor conditions.

Key Points

Pastries & Prosecco Aboard a Tall Ship in Boston Harbor - Key Points

  • Two-hour sailing tour in Boston Harbor on a classic tall ship
  • Includes complimentary pastries and coffee from Flour Bakery + Cafe
  • Mimosas offered for $5, plus a full bar with local craft beers, cocktails, and wine
  • Boarding at Marina Overlook at 11:00 am, with no stops at destinations, just sailing and views
  • Maximum group size of 39, ensuring a cozy experience
  • Weather-dependent activity with flexible rescheduling or refunds

Departing from Marina Overlook: Easy Access and Timing

The tour begins promptly at 11:00 am at Marina Overlook, 10 Waterside Ave, Boston. This location is near public transportation, making it simple to reach without hassle. The two-hour sailing timeframe makes it a perfect midday activity, leaving plenty of time afterward for other explorations in Boston. Since the tour ends back at the starting point, there’s no need for additional transportation, and travelers can plan their afternoon easily.

Savoring Pastries and Coffee from Flour Bakery + Cafe

Pastries & Prosecco Aboard a Tall Ship in Boston Harbor - Savoring Pastries and Coffee from Flour Bakery + Cafe

The included pastries and coffee from Boston’s renowned Flour Bakery + Cafe are a highlight. Expect to enjoy fresh-baked pastries and hot coffee as you settle aboard the tall ship. While guests are welcome to bring their own food, outside beverages and coolers are not permitted, helping to keep the environment tidy and enjoyable for everyone. The pastries provide a delightful start to the sail, perfectly complemented by the stunning harbor views.

Enjoying the Mimosas and Full Drink Menu

Pastries & Prosecco Aboard a Tall Ship in Boston Harbor - Enjoying the Mimosas and Full Drink Menu

Throughout the two-hour cruise, $5 mimosas are available, adding a touch of celebratory flair. Along With mimosas, the full drink menu features local craft beers, cocktails, wine, soda, and water, all available for purchase. Payments can be made via Apple Pay, credit card, or cash, making it convenient to order your preferred beverages while enjoying the scenery. This variety ensures everyone can find something to sip on during the sail.

The Magic of Boston Harbor from a Tall Ship

Pastries & Prosecco Aboard a Tall Ship in Boston Harbor - The Magic of Boston Harbor from a Tall Ship

The main attraction is the stunning panoramic views of Boston’s skyline from the deck of a traditional tall ship. Passengers get a unique perspective on the historic waterfront and cityscape, with the ship moving smoothly through the harbor. The moving-only itinerary means no stops at destinations—just a relaxing cruise focused on scenery and sailing.

Friendly Crew and Seamless Service

Pastries & Prosecco Aboard a Tall Ship in Boston Harbor - Friendly Crew and Seamless Service

Reviews highlight the professional and humorous crew, led by Captain Fredo, Jess, and Max, who make the experience memorable. The crew’s friendly attitude and attentiveness contribute to a relaxed atmosphere, allowing guests to unwind and enjoy the ride. The group size of up to 39 ensures that everyone receives attentive service without feeling crowded.

Weather Considerations and Cancellation Flexibility

Pastries & Prosecco Aboard a Tall Ship in Boston Harbor - Weather Considerations and Cancellation Flexibility

Since the tour relies on good weather, cancellations due to poor conditions are possible. However, the free cancellation policy permits cancellations up to 24 hours in advance for a full refund. If the weather causes a cancellation, guests are offered an alternative date or a full refund, providing peace of mind when booking.

The Perfect Social and Celebratory Setting

Pastries & Prosecco Aboard a Tall Ship in Boston Harbor - The Perfect Social and Celebratory Setting

The combination of delicious pastries, good drinks, and scenic sailing creates an ideal environment for celebrations, casual outings, or simply relaxing with friends or loved ones. The informal yet charming atmosphere on a traditional tall ship makes this an experience that feels both special and accessible.

Who Will Love This Tour?

This tour appeals most to those who enjoy scenic views, good food, and drinks, and are looking for a laid-back yet memorable experience. It’s especially suited for brunch enthusiasts, harbor lovers, and anyone wanting to see Boston from a different perspective. The moderate duration and comfortable group size make it suitable for a wide range of visitors, including small groups and couples.

Final Thoughts on the Boston Harbor Tall Ship Brunch

The Pastries & Prosecco aboard a tall ship offers a relaxing, scenic, and delicious way to enjoy Boston’s waterfront. With complimentary pastries from Flour Bakery, $5 mimosas, and stunning harbor views, it provides a charming escape from the city’s hustle. The friendly crew, easy logistics, and flexible cancellation policy enhance its appeal, making it a solid choice for a weekend treat.

While the activity depends on good weather and is limited to most travelers, it delivers a unique perspective on Boston that many will cherish. For anyone seeking a fun, relaxed, and tasty harbor cruise on a traditional tall ship, this experience is highly recommended.

✨ Book This Experience

Pastries & Prosecco Aboard a Tall Ship in Boston Harbor



5.0

(14 reviews)

100% 5-star

“Fantastic excursion! Had such a relaxing ride around the harbor. Captain Fredo, Jess and Max made our trip so memorable. Highly recommend this e…”

— Susan S, Sep 2025

Frequently Asked Questions

How long is the tour?
The tour lasts approximately 2 hours, from boarding to disembarkation.

What is included in the ticket price?
Your ticket includes complimentary coffee and pastries from Flour Bakery + Cafe, plus $5 mimosas and access to the full drink menu.

Where does the tour depart from?
The departure point is Marina Overlook, 10 Waterside Ave, Boston.

Can I bring my own food?
Yes, you can bring your own food, but outside beverages and coolers are not allowed.

Is alcohol included?
No, alcohol is not included; $5 mimosas are available, along with other drinks for purchase.

What if the weather is bad?
The tour depends on good weather. If canceled due to poor weather, you’ll be offered a rescheduled date or full refund.

How many people can join?
The maximum group size is 39 travelers, ensuring a comfortable experience.

Is the activity suitable for children?
Most travelers can participate, but alcohol is only for those 21 and above.

Are service animals permitted?
Yes, service animals are allowed onboard.

How do I pay for drinks onboard?
Payments can be made via Apple Pay, credit card, or cash.

What makes this tour special?
The combination of scenic sailing, delicious pastries, and drinks on a traditional tall ship makes this a truly charming Boston experience.