Beyond Bubbly and Balloons

In addition to being one of Boston’s most exceptional waterfront event venues, Courageous Sailing is a thriving non-profit dedicated to ensuring that the sport of sailing is accessible and affordable for all. Revenues from events like yours enable this impactful work.

The Tent on Pier 4

Our stunning 50’x115’x11’ event tent on Pier 4 is designed to provide an elegant and spacious setting for your celebration. With ample room for both intimate and grand gatherings, this versatile space can be customized to reflect your vision and vibe, from a formal seated dinner to an open-air cocktail reception.

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The Ropewalk Building

Designed by Alexander Parris and built in the 1830s, this elegant space is a remarkable piece of history and a one-of-a-kind indoor venue for events of a smaller scale with drop-off catering services.

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“Our company works with many partners, and experiences a varied level of service. Your team is at the top of our list because you make it easy for us to do our job from start to finish. We have received so many wonderful reviews from our clients that we send to you, and that means so much to us.”

“A fabulous evening! From the location to the food and decorations, it was everything to make it such a special evening for GW&K.”

Just Add Water

If waterfront views aren’t enough, incorporate elements of our spectacular sailing fleet into your pier-based event, such as:

Private sunset cruises for newlywed photo ops or VIP guests
A bridal party entrance by boat always makes a splash
Transform our docks into decor to elevate your event’s nautical theme
Unique guest transport aboard our classic sailboats

These trusted, long-time partners deliver exceptional food and service and are well-versed in the unique catering requirements at Pier 4.

We highly recommend PEAK Event Services to help bring your event to life and maximize our space.

Set Sail

A party on the pier can be the perfect pairing with a day on the water. Talk to our team about the possibilities for harbor-pier tandem events — and special savings when you book both.

Explore private Courageous sailing experiences