24 days in Portsmouth & Maine Itinerary

24 days in Portsmouth & Maine Itinerary

Created using Inspirock United States trip planner

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Make it your trip
Fly
1
Portsmouth
— 1 night
Drive
2
Ogunquit
— 1 night
Drive
3
Kennebunkport
— 1 night
Drive
4
Portland
— 3 nights
Drive
5
Damariscotta
— 1 night
Drive
6
Boothbay Harbor
— 3 nights
Drive
7
Camden
— 2 nights
Drive
8
Bar Harbor, Mount Desert Island
— 2 nights
Drive
9
Mount Desert, Mount Desert Island
— 3 nights
Drive
10
Acadia National Park, Mount Desert Island
— 3 nights
Drive
11
Bangor
— 3 nights
Fly

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Portsmouth

— 1 night
Portsmouth is a city in Rockingham County, New Hampshire, in the United States. Kick off your visit on the 10th (Mon): kick back and relax at Hampton Beach State Park, admire the natural beauty at Prescott Park, don't miss a visit to Market Square, enjoy the sea views from Portsmouth Harbor Lighthouse, then get some fabulous bargains at Kittery Premium Outlets, and finally look for gifts at Kittery Trading Post. Get ready for a full day of sightseeing on the next day: get up close to creatures of the deep with a dolphin and whale watching tour, head outdoors with Fisherman's Walk, get to know the fascinating history of Marginal Way Walkway, then pick up a one of a kind souvenir at Uniques and Antiques, then stroll through Ogunquit Beach, and finally kick back and relax at Footbridge Beach.

To find other places to visit, reviews, maps, and tourist information, use the Portsmouth itinerary planner.

Orlando to Portsmouth is an approximately 6-hour flight. You can also drive; or do a combination of train and bus. Expect little chillier temperatures when traveling from Orlando in August; daily highs in Portsmouth reach 80°F and lows reach 60°F. Cap off your sightseeing on the 11th (Tue) early enough to go by car to Ogunquit.

Things to do in Portsmouth

Outdoors · Parks · Beaches · Shopping

Side Trips

Ogunquit

— 1 night
Ogunquit means "beautiful place by the sea" in the language of the Native Americans who inhabited the region long ago, and this remains an accurate description of this holiday destination today.
On the 12th (Wed), stop by Stonewall Kitchen.

To see traveler tips, maps, photos, and tourist information, read Ogunquit online vacation planner.

Ogunquit is just a stone's throw from Portsmouth. Traveling from Portsmouth in August, you can expect nighttime temperatures to be a bit cooler in Ogunquit, with lows of 54°F. You'll have a few hours on the 12th (Wed) to wrap things up before traveling to Kennebunkport.

Things to do in Ogunquit

Shopping

Side Trip

Highlights from your trip

Kennebunkport

— 1 night
Kennebunkport is a town in York County, Maine, United States. Your day by day itinerary now includes Walker's Point as well as Maine Foodie Tours. On the 12th (Wed), indulge in some culinary diversions at Maine Foodie Tours, take in the exciting artwork at Compliments, then take a memorable drive along Walker's Point, and finally cruise along Ocean Ave. Here are some ideas for day two: look for all kinds of wild species at Rachel Carson National Wildlife Refuge, kick back and relax at Kennebunk Beach, kick back and relax at Gooch's Kennebunk Beach, take in the exciting artwork at Maine Art Hill, then don't miss a visit to President Bush Compound, and finally enjoy the sand and surf at Goose Rocks Beach.

To see other places to visit, where to stay, maps, and tourist information, go to the Kennebunkport trip planner.

Kennebunkport is just a short distance from Ogunquit. In August, plan for daily highs up to 80°F, and evening lows to 54°F. Finish your sightseeing early on the 13th (Thu) to allow enough time to drive to Portland.

Things to do in Kennebunkport

Outdoors · Parks · Beaches · Scenic Drive

Side Trips

Portland

— 3 nights

The Forest City

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.
Your day by day itinerary now includes The Maine Brew Bus, Maine Foodie Tours, Maine Food for Thought Tours, and other attractions you added. On the 14th (Fri), take an in-depth tour of Victoria Mansion, enjoy breathtaking views from Portland Observatory, then gain some tasty knowledge on The Maine Brew Bus, then indulge in some culinary diversions at Maine Food for Thought Tours, and finally grab your flashlight and head to Wicked Walking Tours. Get ready for a full day of sightseeing on the next day: sample some tasty brews at Maine Foodie Tours, sample the tasty concoctions at Allagash Brewing Company, then look for all kinds of wild species at Maine Wildlife Park, and finally get some fabulous bargains at L.L. Bean Factory Store.

To find reviews, maps, photos, and more tourist information, read Portland trip site.

Drive from Kennebunkport to Portland in an hour. Alternatively, you can take a bus; or do a combination of bus and train. In August, daytime highs in Portland are 79°F, while nighttime lows are 59°F. Wrap up your sightseeing on the 16th (Sun) to allow time to drive to Damariscotta.

Things to do in Portland

Tours · Breweries & Distilleries · Nightlife · Wineries

Side Trips

Damariscotta

— 1 night
Damariscotta is a town in Lincoln County, Maine, United States. You've added Oxbow Brewing Company, Damariscotta River Cruises, Midcoast Kayak, and other attractions to your itinerary. On the 16th (Sun), stop by Maine Coast Book Shop and Cafe, relax in the rural setting at Glidden Point Oyster Farms, then find your balance on the water with Midcoast Kayak, and finally get interesting insight from Damariscotta River Cruises. Get ready for a full day of sightseeing on the next day: kick back and relax at Pemaquid Beach Park, then head off the coast to Cabbage Island, then sample the tasty concoctions at Oxbow Brewing Company, and finally indulge your thirst for a good beer at Boothbay Craft Brewery.

To find maps, traveler tips, ratings, and tourist information, go to the Damariscotta trip itinerary planning website.

Traveling by car from Portland to Damariscotta takes 1.5 hours. In August in Damariscotta, expect temperatures between 79°F during the day and 57°F at night. Finish your sightseeing early on the 17th (Mon) so you can drive to Boothbay Harbor.

Things to do in Damariscotta

Outdoors · Tours · Breweries & Distilleries · Parks

Side Trips

Boothbay Harbor

— 3 nights
Boothbay Harbor is a town in Lincoln County, Maine, United States. Give yourself a bit of retail therapy at Opera House at Boothbay Harbor and Dirty Bird Pottery. The adventure continues: get a new perspective on things with Boat Tours & Water Sports.

To find where to stay, photos, more things to do, and other tourist information, you can read our Boothbay Harbor trip itinerary planning app.

Boothbay Harbor is just a short distance from Damariscotta. August in Boothbay Harbor sees daily highs of 79°F and lows of 57°F at night. On the 20th (Thu), you're off to Camden.

Things to do in Boothbay Harbor

Shopping · Nightlife · Tours · Outdoors

Camden

— 2 nights
You've added Breakwater Vineyards, Winterport Winery, Wild Mountain Man Ray's Chainsaw Show, and other attractions to your itinerary. On the next day, visit a coastal fixture at Owls Head Lighthouse, do a tasting at Breakwater Vineyards, do a tasting at Winterport Winery, then view the masterpieces at Wild Mountain Man Ray's Chainsaw Show, then make a trip to Curtis Island Light, and finally take your sightseeing to a higher altitude at Mount Battie.

To find photos, other places to visit, reviews, and other tourist information, read our Camden online itinerary planner.

Getting from Boothbay Harbor to Camden by car takes about an hour. Other options: do a combination of taxi and bus. While traveling from Boothbay Harbor, expect slightly colder days and about the same nights in Camden, ranging from highs of 74°F to lows of 56°F. Finish up your sightseeing early on the 22nd (Sat) so you can go by car to Bar Harbor.

Things to do in Camden

Outdoors · Parks · Tours · Wineries

Side Trips

Bar Harbor, Mount Desert Island

— 2 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Your list of things to see and do now includes Bar Harbor Ghost Tours, Catherine Hill Winery, Sunrise Canoe and Kayak, and other attractions. On the 23rd (Sun), do a tasting at Catherine Hill Winery, stop by A Little Mad, make a trip to Land Bridge to Bar Island, get up close to creatures of the deep with Bar Harbor Whale Watch Co, then add some adventure to your tour with Sunrise Canoe and Kayak, and finally hike along Ocean Path. Here are some ideas for day two: get interesting insight from Tours, then take in the spiritual surroundings of St. Saviour's Church :, and then sample the tasty concoctions at Atlantic Brewing Company.

To find where to stay, more things to do, maps, and more tourist information, read our Bar Harbor journey planner.

You can drive from Camden to Bar Harbor in 2 hours. Alternatively, you can take a bus. In August, daytime highs in Bar Harbor are 75°F, while nighttime lows are 57°F. Finish your sightseeing early on the 24th (Mon) so you can drive to Mount Desert.

Things to do in Bar Harbor

Outdoors · Tours · Wildlife · Adventure

Side Trips

Mount Desert, Mount Desert Island

— 3 nights
Mount Desert is a town on Mount Desert Island in Hancock County, Maine, United States. Get in touch with nature at Echo Lake Beach and Wonderland Trail. There's still lots to do: explore the landscape on two wheels at Carriage Roads, take in nature's colorful creations at Asticou Azalea Garden, hike along Bubble Rock, and take a tour by water with Boat Tours & Water Sports.

To see other places to visit, where to stay, maps, and other tourist information, you can read our Mount Desert travel itinerary planner.

Mount Desert is just a short distance from Bar Harbor. August in Mount Desert sees daily highs of 75°F and lows of 57°F at night. Wrap up your sightseeing by early afternoon on the 27th (Thu) to allow enough time to drive to Acadia National Park.

Things to do in Mount Desert

Outdoors · Parks · Trails · Tours

Side Trips

Acadia National Park, Mount Desert Island

— 3 nights

First Eastern National Park

The first national park east of the Mississippi River, Acadia National Park draws visitors with its rugged landscape of ocean shoreline, low-slung granite mountains, dense woodlands, and pristine lakes.
On the 28th (Fri), take an in-depth tour of Somesville Historical Museum and Gardens, then enjoy the sand and surf at Sand Beach, then trek along Champlain Mountain & Beehive Loop Trail, and finally take your sightseeing to a higher altitude at Cadillac Mountain. On the next day, explore the landscape on two wheels at Carriage Roads, identify plant and animal life at Acadia's Birds, and then hike along Jordan Cliffs Trail.

For more things to do, reviews, where to stay, and other tourist information, read Acadia National Park holiday site.

Acadia National Park is just a short distance from Mount Desert. In August in Acadia National Park, expect temperatures between 75°F during the day and 57°F at night. On the 30th (Sun), wrap the sightseeing up by early afternoon so you can drive to Bangor.

Things to do in Acadia National Park

Parks · Outdoors · Trails · Wildlife

Side Trip

Bangor

— 3 nights
Bangor is a city along the Penobscot River in the U.S. state of Maine. Your day by day itinerary now includes Penobscot Narrows Bridge and Observatory, U.S. Rafting and 2 Feet Brewing. Get outdoors at Penobscot River Walkway and Kenduskeag Stream Heritage Trail. The adventure continues: admire the striking features of Stephen King's House, try your luck at Hollywood Casino, and get engrossed in the history at Bangor Historical Society and Thomas A. Hill House Museum.

Plan my Bangor trip by asking Inspirock to come up with tips and suggestions.

You can drive from Acadia National Park to Bangor in 1.5 hours. Another option is to do a combination of taxi and bus. In August, daily temperatures in Bangor can reach 79°F, while at night they dip to 57°F. You will leave for home on the 2nd (Wed).

Things to do in Bangor

Outdoors · Tours · Adventure · Fun & Games

Side Trips

Maine travel guide

4.6
Beaches · Lighthouses · Mountains
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.