Walk the Plank 2025! Thrill in Boston Harbor
Difficulty
easy
Duration
3–4 hours
Fitness Level
No special fitness required; suitable for most guests as the event is mostly aboard a stationary vessel.
Overview
Celebrate summer with an exhilarating plunge into Boston Harbor! Enjoy drinks, music, and amazing views aboard the Denis Sullivan while supporting a great cause.
Walk the Plank 2025!
All Ages • Dockside Fundraiser • Food, Drinks, & Music!
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About This Adventure
Join us for an unforgettable evening on August 14th as you witness daring plank walkers plunge into Boston Harbor! Enjoy an open bar, delicious tacos, live music, and a raffle aboard the stunning Denis Sullivan. Your ticket supports transformative education for Boston Public School students—don’t miss out!
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Duration
2.5 Hours
About
Join us on Thursday, August 14th at 5:30pm to watch our brave plank walkers take the plunge into Boston Harbor! Your Walk the Plank Party ticket to the most exciting fundraising event in Boston includes open bar, a raffle, music from Gracie Grace & All The Good Boys, and food - including tacos from Rosa Mexicano - aboard the 137' Denis Sullivan where you'll be up close to the plank action!
Proceeds from your ticket purchase support life changing education aboard our schooner for Boston Public School students.
This event will sell out, so get your ticket today!
More info
Please note: Due to the conditions of our liquor license, we cannot permit guests to bring their own beverages aboard, although you may bring your own bottle of water if you like.
Adventure Tips
Arrive Early for the Best Spots
Board early to secure prime views of the plank and comfortable seating on deck.
Wear Non-Slip Footwear
The decks can be wet and slippery, so sturdy shoes will keep you safe and comfortable.
Bring a Light Jacket
Even summer evenings on Boston Harbor can be cool with the breeze; layering is key.
Stay Hydrated
With the open bar and sun overhead, make sure to drink water throughout the event.
Local Insights
Wildlife
- Seagulls frequenting the harbor area
- Harbor seals occasionally spotted near the shoreline
History
Boston Harbor has long played a crucial role in America’s maritime history, including events leading to the American Revolution.
Conservation
Efforts to protect Boston Harbor have dramatically improved water quality, supporting wildlife and recreational use like the Walk the Plank event.
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Adventure Hotspots in Boston
Frequently Asked Questions
Recommended Gear
Non-slip Boat Shoes
Keeps your footing secure on wet, slippery decks during the event.
summer specific
Light Jacket or Windbreaker
Protects against cool harbor breezes in the evening.
summer specific
Sunscreen
Prevents sunburn during daytime hours aboard the open deck.
summer specific
Reusable Water Bottle
Helps you stay hydrated throughout the party and supports sustainable practices.
summer specific