Step aboard the historic WEJACK for a Sunset Cruise through Gloucester Harbor, where stunning lighthouse views and bustling fishing boats paint a vibrant coastal scene. Experience this intimate tour in America’s oldest seaport with Cape Ann Cruises.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
1.5 hours
Fitness Level
Suitable for all fitness levels; requires ability to board a small yacht and stand or sit comfortably for the cruise duration.
Wildlife
History
Gloucester, founded in 1623, is renowned for its fishing industry and maritime heritage, reflected in the fleet and architecture surrounding the harbor.
Conservation
Efforts by local organizations focus on maintaining sustainable fisheries and preserving coastal habitats amid ongoing development pressures.
Cape Ann Cruises
Step aboard the historic WEJACK for a Sunset Cruise through Gloucester Harbor, where stunning lighthouse views and bustling fishing boats paint a vibrant coastal scene. Experience this intimate tour in America’s oldest seaport with Cape Ann Cruises.
Cape Ann Cruises operates scenic and special-event cruises from Gloucester, Massachusetts, offering both public sailings and private yacht charters aboard the iconic WEJACK.
The company provides a mix of curated public experiences — including Sunset Cruises, Scenic Gloucester Harbor Tours, and Special Events — alongside private motor yacht charters for celebrations and corporate outings. Public cruises highlight lighthouse views, historic mansions, and working fishing boats in America’s oldest seaport. The Scenic Gloucester Harbor Tour is a guided 1.5-hour excursion designed for small groups seeking an intimate view of the harbor.
Private Yacht Charters include a licensed captain and a dedicated event coordinator to tailor routes and onboard services. Special Events on the WEJACK feature a cash bar, catering options, and a professional sound system to support live music or announcements. The vessel’s layout and onboard amenities suit both relaxed sightseeing and lively social gatherings.
Operating from Gloucester Harbor, Cape Ann Cruises focuses on safe, professionally guided harbor experiences that showcase local maritime history and coastal scenery. The company’s offerings are suited to visitors and residents who want reliable, well-produced harbor tours or the flexibility of a private charter led by experienced crew members. Reservations are recommended, particularly for limited-capacity public cruises and popular special events where tickets sell out quickly.
Location
Gloucester, MA
Harbor cruises in America's oldest seaport
Flagship
WEJACK
Classic sportfish power vessel
Charter Options
Private & Public
Licensed captain for private charters
Tour Length
1.5 hours
Scenic harbor tour duration
Choose a Scenic Harbor Tour, Sunset Cruise, Special Event, or Private Yacht Charter — secure tickets or book a private charter before dates fill up.
Arrive Early for Boarding
Plan to arrive at least 15 minutes before departure to ensure smooth boarding and seating choices on the WEJACK.
Dress for Coastal Breeze
Even summer evenings can be cool on the water; bring a light jacket or windbreaker to stay comfortable during the cruise.
Limited Accessibility
Note that the WEJACK is not ADA accessible, so please inquire ahead if mobility accommodations are needed.
Bar Service Onboard
Drinks are available for purchase on the yacht’s full bar; BYOB is not allowed to maintain safety standards.
Windbreaker or Light Jacket
Protects against cool sea breezes during evening cruises.
spring|summer|fall
Camera or Smartphone
Capture classic harbor landmarks and warm sunset light.
Sunglasses
Helps reduce glare reflecting off the water during peak sunlight.
summer
Motion Sickness Tablets
Recommended for those prone to seasickness on small boat rides.