Portland, Maine
Portland, Maine, in a few days
A fishing port of 68,000 people on a peninsula in Casco Bay, rebuilt in red brick after the fire of 1866, whose wharves still land lobsters and fish right below the restaurants. Twenty minutes away lie Maine's oldest lighthouse, islands served by ferry and a rocky coastline dotted with beaches and fishing villages.
- Day by day
- D1 Day 1 2 things
- D2 Day 2 2 things
- D3 Day 3 2 things
- D4 Day 4 1 thing
- D5 Day 5 1 thing
- Worth sorting before you go
- Words that help
- The practical page
- Packing checklist
Day by day
Day 1
- Morning · Old Port free · half a dayThe harbour district rebuilt in brick and granite after the great fire of 1866, with cobbled streets, Victorian warehouses full of shops and restaurants, and working wharves where lobster boats unload.
- Late afternoon · Portland Museum of Art · about 2 hMaine's oldest public art museum, founded in 1882, with a building by I. M. Pei's firm and a major collection of Winslow Homer, alongside Andrew Wyeth and the painters of the Maine coast.
Day 2
- Morning · Portland Observatory · about 45 minA 26-metre wooden signal tower built in 1807 on Munjoy Hill to spot approaching ships, the last of its kind in the United States, with views over the whole bay from the top.
- Afternoon · Eastern Promenade free · about 1 h 30A 28-hectare park on the slopes of Munjoy Hill whose lawns run down to Casco Bay, with a waterside trail to East End Beach and the best view of the islands from Fort Allen Park.
Day 3
- Morning · Peaks Island · half a dayThe inhabited island closest to Portland, 20 minutes by ferry, with a village of clapboard houses, a 6 km coast road and old Second World War batteries hidden in the woods.
- Late afternoon · Portland Head Light · about 1 h 30Maine's oldest lighthouse, first lit in 1791, a 24-metre white tower on the rocks of Cape Elizabeth inside Fort Williams Park, with a small museum in the keeper's house.
Day 4
- Morning · Freeport free · half a dayA small town 30 km north of Portland built around the L.L.Bean flagship store, founded in 1912, with its giant boot, trout pond and outdoor school, plus dozens of outlet shops.
Day 5
- Morning · Kennebunkport free · half a dayA former shipbuilding port turned summer resort, with sea captains' houses, galleries and Dock Square, and Ocean Avenue running along the rocky coast to the Bush family's Walker's Point.
Worth sorting before you go
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Flavours & local habits
🍽️ Worth tasting
- Burgers and barbecue: brisket and ribs cooked low and slow, done differently in every state.
- Clam chowder in a sourdough bread bowl: the classic lunch on the San Francisco waterfront.
- Mexican food: tacos from a truck in Los Angeles, a Mission burrito in San Francisco.
- Pancakes and weekend brunch: a national habit, generous to the point of excess.
- Craft beer, and California wine from Napa and Sonoma.
⚠️ Best avoided
- Tipping is not optional: add 15 to 20% in restaurants and bars.
- Prices on menus and in shops exclude sales tax, which is added at the till.
- Do not plan more than four or five hours of driving a day: the distances are larger than they look on the map.
- Never travel without health insurance. A night in hospital can cost thousands of dollars.
- In summer, do not hike down into the Grand Canyon in the heat of the day: the climb back out is where people get into trouble.
Words that help
The practical page
Scan to open this guide online, always up to date.
https://offwegooo.com/en/guides/portland-maine
Packing checklist
Have a good trip.
Guide made on offwegooo.com · Photos via Pexels · Details are indicative, check before you leave.