Start: Gulfport
Fly
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Kennebunkport
— 3 nights
Drive
2
Rockland
— 2 nights
Drive
3
Bar Harbor, Mount Desert Island
— 5 nights
Fly
End: Gulfport
Thu, Jun 3 - Sun, Jun 13
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See full calendar
Kennebunkport
— 3 nights

Kennebunkport is a town in York County, Maine, United States. Explore hidden gems such as Wells Beach and Long Sands Beach. Get outdoors at Walker's Point and Boat Tours & Water Sports. Explore Kennebunkport's surroundings by going to Short Sands Beach (in York Beach) and When Pigs Fly Company Store (in Kittery). Next up on the itinerary: take a memorable drive along Ocean Ave, view the masterpieces at Compliments, examine the collection at Wells Auto Museum, and pause for some serene contemplation at St. Ann's Episcopal Church.
For maps, photos, ratings, and other tourist information, refer to the Kennebunkport attractions planner.
Gulfport to Kennebunkport is an approximately 13-hour flight. You can also drive; or do a combination of taxi, train, and bus. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. Expect slightly colder weather when traveling from Gulfport in June: highs in Kennebunkport hover around 75°F, while lows dip to 52°F. Finish up your sightseeing early on the 6th (Sun) so you can go by car to Rockland.
For maps, photos, ratings, and other tourist information, refer to the Kennebunkport attractions planner.
Gulfport to Kennebunkport is an approximately 13-hour flight. You can also drive; or do a combination of taxi, train, and bus. The time zone changes from Central Standard Time (CST) to Eastern Standard Time (EST), which is usually a 1 hour difference. Expect slightly colder weather when traveling from Gulfport in June: highs in Kennebunkport hover around 75°F, while lows dip to 52°F. Finish up your sightseeing early on the 6th (Sun) so you can go by car to Rockland.
Things to do in Kennebunkport
Side Trips
Highlights from your trip
Rockland
— 2 nights

Rockland is a city in Knox County, Maine, in the United States. Start off your visit on the 7th (Mon): browse the exhibits of Maine Lighthouse Museum, then explore the galleries of Farnsworth Art Museum, and then get interesting insight from Tours. On the 8th (Tue), you'll have a packed day of sightseeing: examine the collection at Owls Head Transportation Museum, enjoy the sea views from Rockland Breakwater Light, and then admire the majestic nature at Camden Hills State Park.
To see more things to do, maps, other places to visit, and more tourist information, read Rockland online tour itinerary planner.
You can drive from Kennebunkport to Rockland in 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Kennebunkport in June, you will find days in Rockland are slightly colder (68°F), and nights are about the same (51°F). Cap off your sightseeing on the 8th (Tue) early enough to go by car to Bar Harbor.
To see more things to do, maps, other places to visit, and more tourist information, read Rockland online tour itinerary planner.
You can drive from Kennebunkport to Rockland in 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Traveling from Kennebunkport in June, you will find days in Rockland are slightly colder (68°F), and nights are about the same (51°F). Cap off your sightseeing on the 8th (Tue) early enough to go by car to Bar Harbor.
Things to do in Rockland
Side Trips
Highlights from your trip
Bar Harbor, Mount Desert Island
— 5 nights

Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Eschew the tourist crowds and head to Sand Beach and Kayaking & Canoeing. Get outdoors at Ocean Path and Carriage Roads. There's still lots to do: take in nature's colorful creations at Asticou Azalea Garden, take in the spiritual surroundings of St. Saviour's Church :, hike along Bar Island Trails, and take in the dramatic natural features at Otter Cliff.
To find photos, reviews, maps, and other tourist information, go to the Bar Harbor holiday planner.
Getting from Rockland to Bar Harbor by car takes about 2.5 hours. Other options: take a bus. In June, daytime highs in Bar Harbor are 68°F, while nighttime lows are 52°F. Wrap up your sightseeing by early afternoon on the 13th (Sun) to allow enough time to travel back home.
To find photos, reviews, maps, and other tourist information, go to the Bar Harbor holiday planner.
Getting from Rockland to Bar Harbor by car takes about 2.5 hours. Other options: take a bus. In June, daytime highs in Bar Harbor are 68°F, while nighttime lows are 52°F. Wrap up your sightseeing by early afternoon on the 13th (Sun) to allow enough time to travel back home.
Things to do in Bar Harbor
Side Trips
Highlights from your trip
Maine travel guide
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.