Booking For Live Music & Entertainment Cruises

You are in the right place if you are a promoter, talent agency or performer looking to book your band or entertainer aboard the WEJACK in historic Gloucester Harbor.

We built a Band Pay Calculator tool to help with the booking process since pricing is as unique as every artist.

Boat-Venue Details - The WEJACK!

The WEJACK is not only a beloved boat, but a unique music venue imbibed with the rhythm of the sea!

Catering & Bar | Live Sound Reinforcement | Event Coordinator | Up to 46 Passenger

Treat your band and your fans to a magical time together on the water for a unique live performance in Gloucester, MA aboard the iconic WEJACK boat.

Conveniently located North of Boston on Cape Ann (the other Cape) and Commuter Rail accessible from North Station - just 0.5 miles walk from rail to boat or take advantage of onsite parking.

Music events aboard WEJACK are an exclusive limited offering (high value experience) for motivated fans who want to get out on the water and soak up Gloucester Harbor ocean vibes aboard a classic Gloucester vessel with live tunes and hang with their favorite band/artists in a more intimate and connected setting.

Book a gig that’s as much fun for the band, as it is for your fans!

Breathe in the fresh ocean air as you open your horizons to inspiring ocean views with beaches, lighthouses, majestic schooners, Gloucester’s salty fishing fleet, castles, mansions, and wildlife. Gloucester is America’s oldest fishing port and just turned 400 in 2023. Let’s celebrate together! We love live music at Cape Ann Cruises and are proud to offer an opportunity that supports working musicians and makes our lives more fun on the boat too! Our certified event planner has extensive experience working with bands and our captain has organized live music festivals.

Music Cruise Opportunities

  • Public Ticketed Cruises: We provide an online ticketing platform for pre-sales convenience

  • Private Music Events: Control your own invite list. We can help provide a private ticket purchase link to send out to your crew.

  • Get hired as performer for private charters: Join our list of bands/performers we refer for private charters and reciprocally add us to your website offerings for fans that would love to have you play for their private party aboard the WEJACK.

Amenities

  • Full liquor license & catering available. We have an amazing bartender!

  • Live sound reinforcement onboard: Subwoofer, mains, mix board and monitor (lightens the gear lug)

  • Stern deck live music area

  • Roomy forward deck (lower intensity listening and conversation area)

  • Indoor pilothouse/Lounge Area

  • Onsite public parking

  • Vehicle access for gear unloading right at gangway (ramp) to boat dock

  • Commuter Rail Access (MBTA) direct from Boston (only 0.5 mile walk from the train station to the boat)

  • Galley

  • Bathroom

  • Conveniently located in downtown Gloucester with access to restaurants, lodging and more nightlife

WEJACK’s Story

WEJACK is a 46 passenger classic boat with lots of Gloucester history in her bones and an unmistakable good vibe. She was lovingly built in 1967 by her original owner, an expert craftsman & builder, out of exotic mahogany and white oak frames as a bluefin tuna charter boat and has carried countless passengers to enjoy the ocean. WEJACK has been a staple of Gloucester Harbor since she was built and at one time was the fastest commercial fishing boat when she arrived on the scene. The WEJACK was designed by renowned Naval Architect Royal Lowell and is a timeless down-east design and is the perfect platform for a music party! This is a very special one off boat, just as unique as your music!

Trip Types

  • Gloucester Harbor Tour (default trip best suited for music cruises)

  • Lighthouse Tours

  • Seal Watching 

  • Annisquam River tour

  • Circumnavigate Cape Ann

  • Custom Locations/Destinations

    • Custom Pickup/Drop-off Locations or Round-trip from Gloucester (examples - pickup in Boston and Cruise the beautiful coast to Salem, Gloucester, Rockport, Newburyport, or write us and let us know what fun ideas you have)

    • Custom Destinations (billed hourly from when we leave our dock in Gloucester to when we return): Boston, Salem, Portsmouth, Isles of Shoals, Cape Cod and South Shore, Kittery, Portland, Points in Down East Maine).

  • City (Boston) Cruises - Need at least 4-5 hours (music and alcohol available) 

  • Foliage Cruise - a fall favorite!

  • Halloween and Other Themed Cruises - Themed cruise into Salem harbor - Available throughout the month of October (or anytime if you love Halloween). 

  • Fishing - Deep Sea and Blue Fin Tuna Fishing ( as well as striped bass, bluefish)

  • Whale Watching - Private Groups only. (Please see our dock neighbors at Seven Seas Whale Watches for public whale Watches and large group charters of up to 150 passengers).

  • Swimming/Beach Destination

  • Island Hopping 

  • Sunset Cruise & Sunrise Cruise

  • Lunar events

  • Music Cruise

  • Wine/beer Tasting Cruise

  • Lighthouse Cruise

  • Themed Party Cruise

    *Unfortunately, no snorkeling, diving, kayaking, wake boarding, and water skiing allowed from the vessel*