
Pastries & Prosecco Aboard a Tall Ship in Boston Harbor
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 21 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Pastries & Prosecco Aboard a Tall Ship in Boston Harbor worth booking?
Pastries & Prosecco Aboard a Tall Ship in Boston Harbor is a 2-hour experience in Boston, United States, from $73 per person. It scores 65 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 21 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 65 / 100
- Rating
- 5/5 (21)
- Duration
- 2 hours
- From
- $73 per person
What a way to celebrate the weekend! Enjoy a lovely two hour sail on Boston Harbor with unbeatable views of the city. Your ticket includes complimentary coffee and fresh-baked pastries from the incomparable Flour Bakery
What you get
About this experience
What a way to celebrate the weekend! Enjoy a lovely two hour sail on Boston Harbor with unbeatable views of the city. Your ticket includes complimentary coffee and fresh-baked pastries from the incomparable Flour Bakery + Cafe. Feel free to bring your own food along if you prefer, but please no outside beverages and no coolers. Mimosas are $5 all morning! We also have our full drink menu available including local craft beers, cocktails, wine, soda, juice, and water. We accept Apple Pay, credit cards, or cash onboard.
What's included
Included
- Alcoholic beverages
- Brunch
Not included
- Gratuities
What you'll see and do
Boston
We offer breathtaking views of historic Boston as seen from the deck of a traditional tall ship. We will be moving the whole time and there will be no stops at any destinations, just boarding, sailing, and disembarking at the boarding spot.
Pass by without stopping
Where it starts and ends
Meeting point
Boston
You can access the outer boarding dock via a gangway located just to the right of Reel House Oyster Bar’s outdoor seating area. Please arrive 15-20 minutes prior to your scheduled sail time as we depart the dock promptly.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
You can access the outer boarding dock via a gangway located just to the right of Reel House Oyster Bar’s outdoor seating area. Please arrive 15-20 minutes prior to your scheduled sail time as we depart the dock promptly.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Ticket
- Mobile Only
- Runs on
- Sun
- Group size
- Up to 15 travelers per booking
- Operated by
- Liberty Fleet of Tall Ships
Know before you go
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Alcoholic beverage is only allowed 21 years old and above
Photos






What travelers are saying
Outty’s summary of the themes that recur across 21 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
2 mentionsReviewers describe the commentary as informative rather than scripted.
Traveler reviews
21 verified traveler reviews for Pastries & Prosecco Aboard a Tall Ship in Boston Harbor. Ratings and reviews provided by Viator and Tripadvisor.
Fun in the bay
What a wonderful excursion! Captain Jack was so friendly and had lots of good stories. 10 out of 10 would recommend!!
Response from the operator: Elisabeth thank you for your feedback! So great to hear that Captain Jack took good care of you and it sounds like it was an enjoyable sailing experience.
via Viator
Great sailing on Boston Harbor!!!
Very enjoyable harbor cruise. Lots of fun and pastries were an added bonus. Boat was not over crowded and the crew were great!!
Response from the operator: Thank you for your feedback. So happy to hear that you enjoyed yourself and that our crew took good care of you!
via Tripadvisor
Relaxing Option for Boston
Relax experience while taking in the harbor! Staff were very friendly and accommodating on the cruise. Engaging and knowledgeable of the area.
Response from the operator: Thank you for providing your feedback on your sail with us. So happy to hear that you got to relax on the harbor. Will make sure our staff is aware of your comments.
via Viator
Wonderfully Non-Touristy
Thank you, Captain Jack, Just Jack, and Jess for a wonderful outing! We had a beautiful day and a small enough group that meeting and chatting was easy and fun. We appreciated getting enough information and instruction from the crew to feel safe and well cared for, with plenty of quiet spaces to just enjoy the experience. Went on the Coffee + Pastry and it was a lovely way to start our day!
Response from the operator: So great to hear that you enjoyed your sail with us. Thank you for providing us with this feedback!
via Tripadvisor
We picked the perfect...
We picked the perfect day, it was 87 out and once we got into the harbor the wind wasn’t to bad either. The captain and crew were great and the pastry’s were excellent. Overall very friendly and just a perfect day!
Response from the operator: Thrilled to hear you enjoyed yourself sailing with us! Will make sure the crew hears of your feedback.
via Viator
Good to know
- Duration
- 2 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Sun
- Price range
- $73 to $85
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 7
- Verdict
- Solid Choice
Why this scores 65
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Pastries & Prosecco Aboard a Tall Ship in Boston Harbor: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Boston.
How much does Pastries & Prosecco Aboard a Tall Ship in Boston Harbor cost?
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Prices start at $73 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Boston usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Pastries & Prosecco Aboard a Tall Ship in Boston Harbor take?
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Plan for about 2 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Boston is not rushed.
Is Pastries & Prosecco Aboard a Tall Ship in Boston Harbor worth it?
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It holds an Outty Ranking of 65 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 21 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Boston, and how flexible the cancellation terms are.
Can I cancel or reschedule Pastries & Prosecco Aboard a Tall Ship in Boston Harbor?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Pastries & Prosecco Aboard a Tall Ship in Boston Harbor suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Pastries & Prosecco Aboard a Tall Ship in Boston Harbor?
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Around 7 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Boston can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Boston and add a light layer if any part of the 2-hour experience runs outdoors or after sunset.
Where does Pastries & Prosecco Aboard a Tall Ship in Boston Harbor start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Boston within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Boston?
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Boston is compact enough that a good walking guide beats any bus. Freedom Trail walks, harbour cruises, Fenway tours and whale-watch runs out to Stellwagen Bank are the core, plus Salem and Cape Cod as day trips. Outty Ranking weights guide storytelling and group size heavily, because on the Freedom Trail the narration is the entire product. On Outty we rank every Boston experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Full Revolutionary Story Epic Small-Group Boston Walking Tour, Boston: Freedom Trail History Small Group Walking Tour, Boston's Freedom Trail: A Revolutionary Walking Tour. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Boston?
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May to October. Whale watching runs roughly April through October only. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Boston?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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