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.
More ways to explore the area's outdoor wonders
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Difficulty
moderate
Duration
2–3 hours
Fitness Level
Participants should have moderate fitness to paddle continuously for 1–2 hours over calm waters.
Wildlife
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.
SUP YO
SUP YO is a Seabrook, New Hampshire–based paddle sports provider offering stand up paddleboard yoga classes and guided paddle experiences along the New Hampshire coast and in nearby Massachusetts. The business runs 75-minute SUP Yoga sessions — including Rise & Shine and Sunset SUP Yoga — that blend traditional yoga with stand up paddleboarding to build balance, core strength, and focused breathing while practicing on the water. Rise & Shine SUP Yoga classes are limited to just 10 participants to maintain an intimate, focused setting.
SUP YO also offers 60-minute Sunset Paddles and seasonal Full Moon Paddles (June through September). Sunset Paddles include provided stand-up paddleboards and beginner instruction, and guests are invited to bring snacks and drinks on board. Full Moon Paddles use Torch paddles for evening illumination and encourage glow accessories for a unique nighttime experience. Combo packages pair a 75-minute SUP Yoga class with a 60-minute sunset or Boston Harbor paddle, with all required equipment supplied for combo bookings.
Outside Seabrook, SUP YO operates Boston Harbor paddles departing near Fort Point Pier and a one-hour Kids Paddleboarding Lesson in North Chelmsford, MA that teaches paddling techniques, equipment care, and includes games and swimming in a rain-or-shine format. Sessions are designed for all skill levels and include beginner instruction where noted, with small class sizes and clear session formats to make paddleboarding and SUP Yoga accessible and enjoyable for coastal visitors and local paddlers.
Small Classes
10 max
Intimate sessions for focus
Locations
Seabrook & Boston
Coastal paddles and harbor tours
Session Lengths
60–75 min
Efficient, full experiences
Equipment
Provided
Boards and paddles provided
Limited spots available for Sunrise, Sunset, Full Moon, Boston Harbor, and kids lessons — book a session and enjoy boards and paddles provided on applicable trips.
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.
Waterproof Layered Clothing
Keeps you warm and dry during cool autumn water conditions.
fall
Personal Flotation Device (PFD)
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
Provides grip on the paddleboard and keeps your feet comfortable and secure.