7 days in Maine Itinerary

7 days in Maine Itinerary

Created using Inspirock Maine sightseeing planner
Make it your trip
Fly to Boston, Bus to Portland
— 3 nights
Boothbay Harbor
— 3 nights


Portland — 3 nights

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Get out of town with these interesting Portland side-trips: Ogunquit (Perkins Cove & Marginal Way Walkway) and Nubble Lighthouse (in York). The adventure continues: sample some tasty brews at a beer tour and tasting, enjoy the sea views from Portland Head Light, admire the masterpieces at Portland Museum of Art, and don't miss a visit to United States Custom House.

To see photos, reviews, more things to do, and other tourist information, use the Portland holiday maker website.

Houston to Portland is an approximately 8.5-hour combination of flight and bus. You can also fly; or drive; or take a bus. The time zone difference moving from Central Standard Time (CST) to Eastern Standard Time (EST) is 1 hour. In November, Portland is colder than Houston - with highs of 49°F and lows of 30°F. Finish your sightseeing early on the 1st (Wed) to allow enough time to drive to Boothbay Harbor.
Breweries & Distilleries · Historic Sites · Nature · Museums
Side Trips

Boothbay Harbor — 3 nights

Boothbay Harbor is a town in Lincoln County, Maine, United States. Explore Boothbay Harbor's surroundings by going to Owls Head Transportation Museum (in Owls Head), Maine Maritime Museum (in Bath) and Haynes Gallery (in Thomaston). There's still lots to do: go for a walk through Coastal Maine Botanical Gardens, view the masterpieces at Abacus Gallery, stroll through Boothbay Region Land Trust, and take a stroll around Opera House at Boothbay Harbor.

For maps, traveler tips, photos, and more tourist information, read our Boothbay Harbor day trip planning app.

You can drive from Portland to Boothbay Harbor in 1.5 hours. Other options are to do a combination of bus and taxi; or do a combination of train and taxi. In December, plan for daily highs up to 36°F, and evening lows to 20°F. Wrap up your sightseeing on the 4th (Sat) early enough to fly back home.
Museums · Parks · Wildlife · Shopping
Side Trips

Maine travel guide

Beaches · Lighthouses · Gift & Specialty Shops
The Pine Tree State
The easternmost state in New England, Maine features an indented coastline and forested interior, carved eons ago by receding glaciers. Maine includes more lighthouses and quaint resort villages than you could ever hope to explore in a single trip, but the state is also one of the country's most sparsely populated, the majority of its land pristine and uninhabited wilderness. The temperate coastal regions, historically supported by fishing and lobstering, contain most of the state's urban centers and are the most popular spots in the state for holidays. The sea is the focus here, so it shouldn't come as a surprise that water plays an important role in the distinct character of the state, shaping its economy, tourism, cuisine, politics, sports, and art.