Boston City Skyline

Sir Winston Boston Yacht

With two party decks to explore, immersive lighting, state-of-the-art sound systems, multiple bars, live DJs, and a first-class crew, your experience on the water will become an indelible memory for years to come!

Sir Winston Boston Yacht
Sir Winston Boston Yacht
Sir Winston Boston Yacht
Sir Winston Boston Yacht

Venue Description

Designed for fun, comfort & incredible harbor views, the Sir Winston Boston is ready to show you the city with dozens of themed cruises! This fun and unique vessel is a great way to celebrate any occasion. With four levels, dramatic lighting, incredible sound systems, bars, an open rooftop deck, and a 1st class crew; you will have an event that you remember for years!!

Enjoy the party outside or relax in the inside. The deck is covered and heated so the party never stops, rain or shine, aboard the Sir Winston Boston. This yacht is next level!

So when is the best time to jump aboard the Sir Winston Boston? Cinco De Mayo, Memorial Weekend, Pre-July 4th, July 4th Weekend, and Labor Day Weekend. Plus, there’s our two favorites; Black Pearl Halloween and New Year’s Eve. With seven incredible party cruises to choose from; it’s that easy! And if you still have questions; then head to our Contact Info to connect with us. We have highly trained Boston Nightlife pros standing by and ready to help you, 24/7. We’d love to hear from you!

When you choose VIP Nightlife to plan a night out; you don’t have to know anything about the Sir Winston Boston to have the time of your life. With years of experience, our team can take your ideas from an inspiration to a fully executed, once-in-a-lifetime occasion. We will create an event experience for your every need and can service groups of all sizes; up to 1000 or more.

If you’re looking to put a nautical spin on your next day or night out in Boston; then let VIP Nightlife show you the way! And be sure to Like Us on Facebook so you can keep up with our Upcoming Events and Deals.

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Frequently Asked Questions

Where do we board?
Our cruises depart from Safe Harbor Marina Bay at 333 Victory Rd, Quincy, MA 02171.
Where do we park?
There is ample FREE parking available at Marina Bay. See Map image below (in “Parking Information” section). for parking location (marked with red arrows).
How do I get weather forecast?
Click To View Current Weather in Quincy, MA.
Where can I find an list of upcoming events / DJs in Boston?
You can view upcoming events on the Featured Events page on our site.
Don’t see your question?
Head to our Contact Info to connect with us directly.
This content was accurate at time that Sir Winston Boston Yacht was reviewed. Please check with venue to verify that details are still correct.

The Decks

This large 128 foot yacht with four decks is simply fabulous. The first deck is perfect for receptions, followed by a dinning deck, a lounge 3rd floor and our open top deck with bar, dance floor and seating. See phenomenal views of the Harbor and the city in this prestigious event yacht. Conveniently located at scenic Rowes Wharf.

Dining Deck

The Dining Deck has seating for 250 guests for a sit down dinner. Both buffet and platted dinner options available from our onboard catering.

  • Seating for 250 Guests
  • Two (2) Restrooms
  • Outdoor Rear Balcony
  • Elevator with Handicap Access

Lounge Deck

The Lounge Deck has open space for dancing, food service, cocktail tables and other event activities. This deck also has couch seating as well as outdoor space on both the forward and back. A full bar is located in the center of the room serving beer, wine and mixed drinks.

  • Cocktail & Lounge Seating
  • Two (2) Restrooms
  • Outdoor Forward & Rear Balcony
  • Elevator with Handicap Access
  • Full Bar

Top Deck

The Top Deck is really what sets Sir Winston apart as an event venue. It offers uninterrupted 360 degree views of the Boston Harbor. The space is partially covered with outdoor heating incase of inclement weather.

  • Cocktail & Couch Seating
  • Two (2) Restrooms
  • Outdoor Heating
  • Elevator with Handicap Access
  • Full Bar

Parking Information

There is ample FREE parking available at Marina Bay. See Map image below for parking location (marked with red arrows).

Safe Harbor Marina Bay Parking Locations Map

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