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Sweet Pickle Tours

Sweet Pickle Tours is our three and four day weekend vacations serving customers from the New England area. These tours are shorter regional trips that depart from Boston and central Massachusetts (Springfield and points east). Three day tours are typically only $790 and four day tours are usually $995.  This price includes all meals, lodging, transportation, and activities with a 1:4 staff to customer ratio. A 1:2 ratio option is available for an additional $130/day. If you wish to bring your own attendant or a family member to assist you for a 1:1 ratio, that person can attend for $195/day.  If you live en-route to a destination we will pick you up free at an en route stop.

On our NYC and Pennsylvania tours we can pick up in Connecticut, and on our northern New England tours we can pick up in New Hampshire or Vermont.

2024 Sweet Pickle Tours schedule:

  • Boston, May 30-June 1, 2024 (FULL)
  • Cape Cod: Provincetown, June 27-29, 2024 (FULL)
  • Burlington VT, July 15-18, 2024 (open)
  • WooSox Worcester, August 3-5, 2024 (FULL)
  • Salem & Gloucester, August 22-24, 2024 (FULL)
  • Niagara Falls, September 8-11, 2024 (FULL)
  • New York Finger Lakes, September 21-24, 2024 (Waitlist)
  • Hershey and Pennsylvania Amish, October 12-15, 2024 (FULL)
  • Philadelphia, November 1-4, 2024 (many spaces)
Sweet Pickle Tours is registered with the Secretary of the Commonwealth of Massachusetts.
Download Sweet Pickle Brochure and Application
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