Caribbean Bound on a Budget

With the help of friends, a family pulls off the dream of spending the holidays in the islands. Follow the complete adventure from our September 2011 issue here.

Passage to Bermuda

Mark Pillsbury

It began in Nahant, Massachusetts, in October 2010 when Philip and five mates shoved off on the back side of a rainy low and pointed the bow southeast, bound for St. George, Bermuda.

Act II followed in November, when Philip returned with five of us to sail for Antigua, where Tioga would spend the winter.

Philip’s wife, Corinna, and their two children joined him in mid December and roamed the Caribbean over the holidays, sailing as far south as Martinique before they worked their way back to Falmouth Harbour after New Year’s. In April, Philip, Corinna, and four others sailed Tioga north again to Bermuda. The final act played out over this past Memorial Day, when Philip and yet another crew sailed home to Nahant, the Kerstens’ dream of spending the holiday in the islands now a done deal.

To be honest, though, this voyage started much earlier, and as often happens in a small seaside town, we all just got pulled in along the way.

Use the map below to follow the adventure, or scroll down to find the links to each story: