We need some additional information to ensure we find the perfect vendor for your event!
Watertown, MA 
Pirate Entertainment
6 miles from Winchester 
19 Verified Bookings Barbara C. said “We had captain Jack for our preschool enrichment . The children loved the sword fight tutorial. Very authentic costume. We will have him back next year…”
Boston, MA
Pirate Entertainment
8 miles from Winchester
1 Verified Booking Angela A. said “We so enjoyed hosting King Serpent Variety Troupe for Malden Porchfest this year. We were hoping for a pirate flavor: check that box! We loved their invitations…”
Boston, MA
Pirate Entertainment
8 miles from Winchester
33 Verified Bookings Kimberly G. said “I wanted to reach out and express my utmost satisfaction with the entertainment provided by Capt. Jack at my son's 21st birthday party. He was truly…”
In the past year, Pirate Entertainers have sent 537 quotes to event planners
Pirate Entertainers rank #177 in popularity out of 542 categories on GigSalad
842 Pirate Entertainer reviews on GigSalad with an average rating of 4.9 stars
From request to booking, it takes 1.3 days (on average) to hire a Pirate Entertainer
for Pirate Entertainer requests in the United States
Pirate Entertainment comes in a variety of forms, each one guaranteeing a swashbucklin’ good time. Transport guests into the world of Pirates of the Caribbean at your private events with Jack Sparrow impersonators, mermaids, scallywag storytellers, and costumed characters. Whether you’re planning a birthday party, throwing a pirate-themed event, or want something unique at your festival or fair, you can find the right pirate entertainer for your event.
The cost of hiring professional pirate entertainment in Winchester, MA will vary depending on the number of performers you’re hiring, how long you need them, and the type of services you want. Full shows will come at a higher price than brief appearances. Contact the local pirate entertainment providers above for customized quotes and pricing information.
While browsing Winchester pirate entertainment, watch videos, check out photo galleries, and read over profile information to learn about their performance offerings and whether they would be best for your event. Read reviews to ensure they have met past clients’ expectations and see what they do well. When hiring pirate entertainment, be prepared with venue information, performance length, the event’s theme, and any specific requests so your event day goes smoothly.
Once you find the pirate act you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book skilled performers. You can message the entertainer, confirm the details of your agreement, and make a secure payment all in one place. Every GigSalad event is covered by our Worry-Free Guarantee, so you can rest easy knowing we’ve got your back. Just relax and enjoy the event! Search for Pirate Entertainment in Winchester, Massachusetts above.
Please note that these Pirate Entertainment may also travel to West Medford, Arlington Heights, Waverley, North Waltham, New Town, Charlestown, Allston, Pinehurst, Hanscom Afb, Nonantum, Newton Corner, Brighton, Lynnfield, Bedford, East Boston, Newtonville, Brookline Village, West Newton, Chestnut Hill, Nutting Lake, Roxbury Crossing, Lincoln, Newton Center, North Reading, Auburndale, Roxbury, Waban, Jamaica Plain, Newton Highlands, and Weston.
List your services
Log In