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Spooky Paddling Adventure: Boston Harbor Halloween Paddle in Costume - Boston

Spooky Paddling Adventure: Boston Harbor Halloween Paddle in Costume

North Andovermoderate

Difficulty

moderate

Duration

2–3 hours

Fitness Level

Participants should have moderate fitness to paddle continuously for 1–2 hours over calm waters.

Overview

Join the Boston Harbor Halloween Paddle for a festive outdoor adventure combining stunning harbor views, historic sites, and a costume contest. Paddle in costume, explore iconic landmarks from the water, and compete for the best outfit prize.

North Andover, Massachusetts

Boston Harbor Halloween Paddle

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About This Adventure

Experience a unique Halloween paddle around Boston Harbor in your costume! Enjoy stunning skyline views while exploring historic sites like the Boston Tea Party Museum. Compete for a $50 VISA gift card for the best costume and savor nearby dining options after your adventure. Space is limited, so reserve your spot!

Enjoy a guided, leisurely paddle around Boston Harbor IN YOUR HALLOWEEN COSTUME!

A $50 VISA GIFT CARD will be awarded to the best costume!

11:00AM - 12:00 PM | Fort Point Channel, Boston Harbor

Feel free to enjoy lunch nearby after your paddle...there are SO many great restaurants in this area.

We will begin at the Channelside Dock at Fort Point Pier and paddle around Historic Boston Harbor including the Boston Tea Party Museum and James Hook Lobster and back around Fort Point before returning to the launch point. Enjoy spectacular views of the Boston skyline from your SUP!

Please read your confirmation email for detailed directions and meet up location information. Space is limited to 10 standard ticket students and 5 BYOB students. Please arrive 15 minutes prior to the event. Paddle is 60 minutes. Register as BYOB when supplying your own SUP, Paddle & Anchor.

Adventure Tips

Reserve Early

Space is limited for this popular event, so book your spot in advance to guarantee participation.

Dress for Weather

Wear layered clothing suitable for October’s cool temperatures and bring a waterproof jacket in case of rain.

Costume Safety

Choose a costume that allows full movement and safe paddling without obstructing your vision or balance.

Arrive On Time

Arriving promptly ensures you get a thorough safety briefing and can join the costume contest on schedule.

Local Insights

Wildlife

  • Harbor seals resting on nearby rocks
  • Migratory waterfowl such as Canada geese and herons

History

Boston Harbor was a critical colonial port and the site of the Boston Tea Party in 1773, marking a pivotal moment in American history.

Conservation

Local groups work to maintain water quality and protect marine habitats, supporting sustainable recreational use of the harbor.

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Adventure Hotspots in Boston

Frequently Asked Questions

Recommended Gear

Waterproof Layered Clothing

Essential

Keeps you warm and dry during cool autumn water conditions.

fall specific

Personal Flotation Device (PFD)

Essential

Safety is key; a PFD is required and ensures buoyancy on the water.

Waterproof Phone Case

Protects your phone while capturing great photos during the paddle.

Non-Slip Footwear

Essential

Provides grip on the paddleboard and keeps your feet comfortable and secure.