Day Trip From Boston - Kayak Tour through Gloucester Harbor

Boston



Explore the beauty of Gloucester Harbor and the Annisquam River on this unforgettable guided kayak tour. Take in stunning coastal views, & paddle past historic landmarks.

Guided Kayak Tour to Ten Pound Island in Gloucester, MA

This guided kayak tour in Gloucester, Massachusetts, suits all skill levels and combines paddling with sightseeing and sea glass collecting.

Tour Highlights

  • Relax on Ten Pound Island and hunt for sea glass
  • Kayak through Gloucester Harbor and the Annisquam River
  • Explore Gloucester with time for dinner before returning
  • See fishing boats and historic landmarks
  • Roundtrip transportation from Boston included

Description

Experience the scenic Gloucester Harbor and the Annisquam River on this guided kayak tour. Paddle past coastal landmarks, visit one of the North Shore’s best sea glass beaches, and enjoy a mix of nature, history, and relaxation.

The tour includes exploring the tidal Annisquam River when conditions allow, known for its peaceful waters and waterfront homes. After paddling, you will have free time to dine in Gloucester before returning to Boston via private shuttle and commuter rail.

What’s Included

  • Weekend commuter rail pass with detailed train instructions
  • Transportation to and from the Gloucester train station
  • ACA certified guide
  • Ocean kayak or paddleboard
  • Life preserver and paddle
  • Time to explore Gloucester and dine on the waterfront

What’s Not Included

  • Sunscreen and sun protection
  • Snacks
  • Water
  • Towel

Important Information

  • Your commuter rail ticket and train details will be sent after booking

Cancellation Policy

Cancel up to 24 hours in advance for a full refund.

For the best experience, bring sunscreen, water, and appropriate clothing. Booking in advance is recommended, especially on weekends.

Frequently Asked Questions

The tour includes guided kayaking, roundtrip transportation from Boston, time to explore Gloucester, and a stop at Ten Pound Island for sea glass hunting.
The duration varies, but typically the kayak portion along with transportation and exploration time takes several hours; check the website for current details.
Yes, the tour is suitable for all skill levels, including beginners new to kayaking.
The tour begins with roundtrip transportation from Boston to Gloucester Harbor where the kayaking activity starts.
Yes, all necessary kayaking equipment, including kayaks and safety gear, is provided during the tour.
Yes, the tour offers opportunities to see famous fishing boats and historic landmarks around Gloucester Harbor.
The best sea glass collecting spot is on Ten Pound Island, which is visited during the kayak tour.
The tour includes time to explore Gloucester where you can enjoy a meal, so bringing your own food is optional.
Yes, roundtrip transportation from Boston to Gloucester Harbor is included with this tour.
Check the official website or booking page for the most up-to-date hours, availability, and tour details.

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