Adventure Collective
Gloucester Harbor Cruise Adventure with Cape Ann Cruises - Boston, Massachusetts

Gloucester Harbor Cruise Adventure with Cape Ann Cruises

Gloucestereasy

Difficulty

easy

Duration

1.5 hours

Fitness Level

No special fitness required; accessible to most ages comfortable on boats.

Overview

Step aboard the legendary WEJACK yacht for a 1.5-hour cruise through Gloucester Harbor. Experience historic lighthouses, bustling fishing boats, and stunning waterfront views on this intimate coastal adventure.

Gloucester, Massachusetts

Scenic Gloucester Harbor Tour - (Public Cruise)

For All Ages! • One and a Half Hours • Full Bar

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About This Adventure

Embark on a scenic Gloucester Harbor Tour aboard the iconic WEJACK yacht, where you'll explore America's oldest seaport. Enjoy stunning views of lighthouses, mansions, and bustling fishing boats. With a limited group size for an intimate experience, savor delicious drinks and warm hospitality on this unforgettable 1.5-hour adventure.

Description:

Enjoy a beautiful scenic Gloucester Harbor Tour aboard the legendary WEJACK yacht and experience America's oldest Seaport as we navigate our way through inner and outer harbor with breathtaking views of lighthouses, castles, mansions, and watch the multitude of fishing boats coming and going around Gloucester's historic working waterfront. Enjoy a delicious drink from our full bar and warm hospitality that welcomes all.

We pride ourselves in providing a more bespoke intimate tour experience and limit our group size typically to 15-25 passengers (sometimes less), although we are coast guard certified to carry 46 passengers, which is great for private parties and larger group events.

Gloucester was described as "Beauport" (beautiful harbor) by an early french explorer. The Wejack was built as a Giant Bluefin Tuna Fishing yacht and is one of Gloucester's favorite boats.

Rates

  • Adult - $75
  • Senior - $70
  • Child - $60

Duration

  • 1.5 hours (approximate)

Included

  • USCG Certified Boat Inspected to 46 Passengers meeting or exceeding all safety regulations
  • USCG Licensed Captain, and crew
  • Certified Event Coordinator and bartender
  • Bathroom onboard
  • Professional Sound System for Events
  • Bar available (cash/credit) NO BYOB Allowed

Not Included

  • This boat is not ADA accessible
  • Drinks are not included, but available for purchase

Adventure Tips

Book Early for Best Seats

Limited to 15-25 passengers, securing your spot early ensures better views and a more intimate experience.

Dress for Coastal Breeze

Layered clothing protects against chilly winds on the water—even in summer—so bring a light jacket or windbreaker.

Bring a Camera with Zoom

Lighthouses and fishing boats make compelling subjects; a zoom lens will help capture details from the water.

Arrive Early to Embark

Plan to arrive at least 15 minutes before departure to check in and settle aboard comfortably.

Local Insights

Wildlife

  • Harbor seals often spotted near boating lanes
  • Migrating sea birds such as terns and cormorants

History

Gloucester holds the distinction of being America’s oldest seaport, with over 400 years of fishing heritage shaping New England’s maritime identity.

Conservation

Cape Ann Cruises supports sustainable tourism by limiting passenger numbers and educating guests on preserving Gloucester’s working waterfront ecosystem.

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Adventure Hotspots in Boston, Massachusetts

Frequently Asked Questions

Recommended Gear

Windbreaker Jacket

Essential

Protects against chilly, gusty harbor winds during cooler months.

spring specific

Sunglasses

Essential

Reduces glare off the water and brightens your view on sunny days.

summer specific

Camera with Zoom Lens

Captures details of distant lighthouses and fishing boats.

Layered Clothing

Essential

Allows easy adjustment as temperatures shift in coastal weather.

fall specific