1984 Pilgrim 40




Dreamboat Annie, Pilgrim 40 trawler, is begrudgingly for sale due to unexpected health problems for her owners. Berthed in St. Augustine, FL, Dreamboat Annie has a leased slip which her owners planned to use as a liveaboard base for Florida cruising after having comfortably cruised down the ICW from the Chesapeake Bay in 2019. The COVID crisis kept her in port for 2020, but she is now ready to get back to her task of Florida cruising and/or doing the Great Loop. Her marina home is a short walk from downtown historic St. Augustine and has gated parking. She can immediately become a liveaboard home, as she has been for the past four months for her owners.


Dreamboat Annie is Hull number 11, having been built in 1984. Less than 40 hulls were built. She has been well maintained by her third owners for over ten years with significant professional improvements.

She is an outstanding liveaboard and will be sold ready to move in. Dreamboat Annie is a capable, head-turning cruiser and consistently is the subject of compliments and interest by people who see her. She is a unique trawler and will make her new owner proud and grateful to have secured one of these outstanding and highly desired boats.

A thorough history of Pilgrim trawlers can be readily reviewed at the website of the Pilgrims Owners Group (pilgrim-trawlers.wikidot.com). Additional pictures of Dreamboat Annie can be found in the Photo section of the website.

Additional information

Boat year




Boat length (Feet)


Boat amenities

Generator, Oven, Radar




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