All ages, Full Bar Event
Halloween Music Cruise

Music, Dancing, and Fun!

Costumes encouraged - Plan for cooler weather!

All ages, Full Bar Event
Halloween Music Cruise

Music, Dancing, and Fun!

Costumes encouraged - Plan for cooler weather!

All ages, Full Bar Event
Halloween Music Cruise

Music, Dancing, and Fun!

Costumes encouraged - Plan for cooler weather!

Cape Ann Cruises Presents an amazing evening with Organically Good Trio aboard the Legendary Wejack Fishing Yacht. Hop aboard and leave the land behind for one of Boston’s top reggae, funk, soul lineups and catch the sunset on the water as the ocean and tunes move you. Full Bar onboard (no BYOB). This is an intimate music setting on a warm, welcoming, and vibey boat! Don’t miss out. Get your tickets before they sell out fast!

See the Schooners - Mayor's Cup Race Viewing Cruise - Gloucester Schooner Festival

Looking for an unforgettable way to celebrate Labor Day Weekend and the Gloucester Schooner Festival? Hop aboard the legendary WEJACK for the best spectator seat in the harbor. Cruise around Gloucester Harbor’s scenic waterfront and savor the excitement of the Mayor’s race as the anticipation builds. Watch the boats come alive as they compete for the Esperanto Cup & the Columbia Trophy Off Eastern Point, and don’t forget, you'll have front-row seats! We offer the perfect blend of relaxation and excitement,

Step aboard an authentic Gloucester Fishing vessel to see the Parade of Sail up close and personal from the water. This is a favorite so make sure you get your tickets before they sell out. 1.5 hours

Gloucester Harbor Fireworks Cruise September 2, 2023

Looking for an unforgettable way to celebrate Labor Day and the Gloucester Schooner Festival!

Hop aboard the legendary WEJACK for the best fireworks cruise. Cruise around the Gloucester Harbor’s scenic waterfront, and savor the breathtaking views. Watch the night sky come alive with vibrant bursts of color, and best yet, you'll have front-row seats to a mesmerizing fireworks spectacle. We offer the perfect blend of relaxation and excitement, with spacious decks for mingling, a fully stocked bar, and a friendly crew to ensure your comfort. Don't miss this opportunity to create magical memories while celebrating Labor Day. Book your fireworks cruise today!

Parade of Lights (viewing) and Scenic Sunset Cruise Around Gloucester Harbor September 2, 2023 6pm -7:45pm (approx return time)

Looking for an unforgettable way to celebrate Labor Day Weekend

Hop aboard the legendary WEJACK for tan awesome view of the parade of lights. Cruise around the Gloucester Harbor’s scenic waterfront, and savor the breathtaking views as the sun sets and anticipation builds. Watch the night sky come alive with decorated boats illuminated with colorful lights and designs. We offer the perfect blend of relaxation and excitement, with spacious decks for mingling, a fully stocked bar, and a friendly crew to ensure your comfort. Don't miss this opportunity to create magical memories while celebrating Labor Day. Book your cruise today!

Fireworks, Sunset and Meteor Cruise to Rockport Harbor aboard the Wejack  (Departing/returning Gloucester)

Looking for an unforgettable way to enjoy the Rockport fireworks? Hop aboard the legendary WEJACK and savor the breathtaking views as the sun sets and anticipation builds. Watch the night sky come alive with vibrant bursts of color, and best yet, you’ll have front-row seats to a mesmerizing fireworks spectacle. We offer the perfect blend of relaxation and excitement, with spacious decks for mingling, a fully stocked bar, and a friendly crew to ensure your comfort. Don't miss this opportunity to create magical memories. Book your fireworks cruise today!

ALL AGES SHOW - LIMITED TICKET AVAILABILITY (only 40 tickets available)

Event Description:

Climb aboard the Wejack, an iconic Gloucester Yacht, for this special event of Zach Nugent’s Dead Set taking place in beautiful Gloucester Harbor

BIO:

Prepare to be transported to the heart and soul of the Grateful Dead's music as Zach Nugent's Dead Set embarks on a monumental run of shows for the Days Between Tour. Celebrating the sacred days between Jerry Garcia's birth and death dates, this sensational tribute band will ignite the stage with unparalleled talent and infectious energy. Dead Set is more than just a cover band; they are an extraordinary ensemble that brings the Grateful Dead's timeless music to life with remarkable precision and passion.

All Ages

Only 40 tickets total, so grab yours before they're gone! Expected to sell out!

Yesai Sunset Music Cruise: Climb aboard the legendary Wejack, an iconic Gloucester Fishing Yacht for this special event that's taking place in beautiful Gloucester Harbor.

BAND BIO:

Yesai is a reggae/rock/hip hop group formed in Boston MA in 2014. They have developed into a tribe with members residing on both the Southern California coast as well as in New England. The band was formed by founder Kevin Fraser after living in the jungles of Puna, Big Island Hawaii for 3 years between 2010 and 2013. Influenced by both reggae, roots and island music as well as rock, classic rock and hip hop growing up in Boston.

By popular demand, a 3:30 pm show has just been added! The 6:30 pm sunset show is sold out.

All Ages Show

Join Club d’Elf for an amazing music cruise on the water in beautiful Gloucester Harbor. With only 40 tickets available for this intimate on the water musical experience, make sure you get your tickets right away. You’ll be glad you did.

BIO:

Club d'Elf has been helping audiences lose track of time for twenty five years with its mesmerizing synthesis of Moroccan traditional music and electronic, dubbed-out funk. Circling about bassist/composer Mike Rivard and drummer Dean Johnston, each Club d'Elf performance features a different line-up, drawn from a constellation of some of the most creative improvisers from the jazz, DJ, rock & world music scenes of Boston, NYC and beyond. The band's music draws from a startlingly wide spectrum of styles, including jazz, hip hop, electronica, avant garde, prog-rock and dub. Under the tutelage of member Brahim Fribgane (who hails from Casablanca) the band has absorbed Moroccan trance music, which is now an essential part of the mix. Diverse audiences are drawn to Fribgane’s mesmerizing oud stylings, and Rivard’s commanding playing of the Moroccan sintir. Trance forms the central core of the Club d’Elf aesthetic, weaving together the band’s various influences.

Rescheduled to July 8th due to bad weather

Looking for an unforgettable way to celebrate Independence Day? Hop aboard the legendary WEJACK for the 3rd of July fireworks cruise! Cruise around the Gloucester Harbor’s scenic waterfront, and savor the breathtaking views as the sun sets and anticipation builds. Watch the night sky come alive with vibrant bursts of color, and best yet, you'll have front-row seats to a mesmerizing fireworks spectacle. We offer the perfect blend of relaxation and excitement, with spacious decks for mingling, a fully stocked bar, and a friendly crew to ensure your comfort. Don't miss this opportunity to create magical memories while celebrating Independence Day. Book your fireworks cruise today!

With a suitcase of songs, Maine folk troubadour Dan Blakeslee ventured into the smoke laden subways of Boston in 1995 to practice his craft. His songs of true life adventures combine the essence of early folk music with a dose of country grit. He has toured the U.S. and performed with Josh Ritter, Sean Rowe, David Wax Museum, Lydia Loveless, The Lumineers, Old 97's, The Black Lillies, Liam Finn and Kimya Dawson among others. In 2015 his dream of playing Newport Folk Festival became a reality, the location where Bob Dylan went electric 50 years earlier. Dan Blakeslee delivers his songs with that same heart of a young, lyric scribbling troubadour, who knows because he’s tried it, can out sing a passing train.

All Ages Show (only 45 tickets total and they are expected to sell quickly)

Acoustic Songwriter and Performer Dan King has been keeping crowds entertained around Cape Ann for many years with his quiet charm, soulful vocal delivery, and roots and folk rock acoustic style. His music and cover selections are the perfect compliment to a sunset cruise around gorgeous Gloucester Harbor where Dan has performed countless times on large cruises, schooners, and private events.