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⛵ Get Ready for the Ultimate Day on the Water! ⛵

We are gearing up for a legendary weekend of salt air, epic views, and making new connections! If you’ve been looking for a stress-free way to dip your toes into the world of sailing and meet awesome new people, this is it. We’re making "learning the ropes" a total breeze! 🌬️✨

🌊 What’s on the Horizon?
Whether you’re a seasoned sailor or have never stepped foot on a boat, we’ve got you covered. Hop aboard a Rhodes 19 keelboat for a free 20-minute sail around Boston Harbor with one of our experienced skippers!

Boats can accommodate up to 4 adults or 2 adults and 3 small children. For groups of 5 or 6, please reserve 4 slots and we will work hard to get everyone on the water together but cannot guarantee space aboard.

  • The Experience: Enjoy fabulous city views from the end of the pier or out on the water.
  • The Atmosphere: Light refreshments will be served ashore.
  • Stability First: Nervous about tipping? Don't be! Our keelboats have a heavy lead counterbalance to keep you upright. They "heel" (lean) for fun, but they don't tip over!

📍 The Details
When: Saturday, April 25 - 11am-2pm
Sunday, April 26 - 11am-2pm

Where: Courageous Sailing 4 Dock, Charlestown, MA 02129
Boston.... aka 4 Charlestown · Boston, US
Find Us: Head to the very end of Pier 4 to find the boathouse!
The sailing happens at Pier 4, which is about
a 5-10 minute walk
🚗 Parking vs. ⛵ Sailing Location:

  • Parking: The map pin shows the Nautica Garage (88 Constitution Rd). This is the best place to leave your car!
  • The Sail: Once you park, it’s a short, scenic walk into the Navy Yard toward the water. Look for Pier 4 (it’s the one with the ferry landing). Walk all the way to the very end of the pier to find us at the Courageous Boathouse!

What to Wear & Bring:

  • Footwear: Comfortable sneakers with good support. ⚠️ NO sandals or flip-flops.
  • Layers: A windbreaker or fleece (it gets chilly on the water!).
  • Sun Pro: Sunscreen, sunglasses, and a hat.
  • Four-Legged Friends: We are dog-friendly! We even have doggie life jackets. (Dogs must be leashed and well-trained).

Let’s sail, mingle, and enjoy the harbor! See you at the pier! ⛵
⚠️ RSVP & Logistics
Space on the boats is limited and we want to make sure everyone gets some tiller time! Please make sure to come out if you can!

Getting There:

RSVP Etiquette: Please only RSVP if you are 100% planning on joining us. If your plans change, a quick "No" update is all we need so someone else can grab a life jacket and get on the water!
✽✦✽.◦.✽✦✽°.✽✦✽.◦.✽✦✽°.✽☆✽.◦.✽✦✽°.✽✦✽.◦.✽✦✽⛵
For more FAQ's please check out our website
Before arrival, every guest must complete an online waiver form.

Related topics

Events in Boston, MA
Make New Friends
Activities
New In Town
Sailing
Singles 30's-50's

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