PLANNED JOURNEY · OCTOBER 2026
Boston to coastal Maine
Ten autumn days moving from island air to city streets, then north to Maine—with time together as a family at the center.
THE SHAPE OF THE TRIP
A city beginning. A family visit at the heart of it. A long way home.
We are going back primarily to spend time with Sarah's father. The coast and nearby places matter, but they sit around that purpose: enough structure to travel smoothly, and enough room for the days together to take their own shape.
Four chapters
October 1–10- 01
October 1–2
Across the country
Maui → San Diego → Boston
An overnight departure from Maui and a full travel day east to New England.
- 02
October 2–3
A night in Boston
Boston, Massachusetts
An easy first evening and an open morning in the city before turning north.
- 03
October 3–9
Time with family in Maine
Arundel and the southern Maine coast
The heart of the trip: time with Sarah's father, with nearby outings shaped around the days together.
- 04
October 10
Homeward
Maine → Boston → Seattle → Maui
An early start south and a long westbound day home.
EARLY OCTOBER
Pack for the space between seasons.
Typical high and low
Typical high and low
Fleece, base layers, comfortable walking shoes, and wind- or water-resistant jackets should cover the expected crisp days and chilly maritime evenings.