22 days in Bar Harbor, Long Island & New Port Richey Itinerary

22 days in Bar Harbor, Long Island & New Port Richey Itinerary

Created using Inspirock United States holiday planner

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Make it your trip
Fly
1
Bar Harbor
— 7 nights
Drive
2
Cutchogue
— 3 nights
Drive
3
Montauk
— 3 nights
Drive
4
Huntington
— 3 nights
+2
Drive to John F Kennedy International Airport, Fly to Tampa International Airport, Drive to New Port Richey
5
New Port Richey
— 5 nights
Drive

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Bar Harbor

— 7 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Explore the numerous day-trip ideas around Bar Harbor: Camden (Ducktrap Bay Trading Co, Mount Battie, &more) and Schoodic Point (in Winter Harbor). Next up on the itinerary: take a tour by water with Boat Tours & Water Sports, take a memorable drive along Park Loop Road, trek along Champlain Mountain & Beehive Loop Trail, and contemplate the waterfront views at Jordan Pond Path Trailhead.

To see ratings, where to stay, traveler tips, and other tourist information, read Bar Harbor trip itinerary planning app.

Tampa to Bar Harbor is an approximately 9-hour flight. You can also drive; or take a bus. In June, Bar Harbor is much colder than Tampa - with highs of 68°F and lows of 52°F. Finish your sightseeing early on the 2nd (Fri) so you can travel to Cutchogue.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Nature

Side Trips

Cutchogue

— 3 nights
Cutchogue is a hamlet and census-designated place (CDP) in Suffolk County, New York, United States. When in Cutchogue, make a side trip to see Peconic River Herb Farm in Calverton, approximately Calverton away. And it doesn't end there: observe the fascinating underwater world at Long Island Aquarium, awaken your taste buds at some of the top wineries in the area, experience rural life at The East End Mushroom Company, and learn about winemaking at Sparkling Pointe Vineyards & Winery.

For where to stay, photos, other places to visit, and other tourist information, refer to the Cutchogue day trip tool.

Traveling by car from Bar Harbor to Cutchogue takes 8 hours. Alternatively, you can drive. Plan for somewhat warmer nights when traveling from Bar Harbor in July since evenings lows in Cutchogue dip to 67°F. Finish your sightseeing early on the 5th (Mon) so you can drive to Montauk.

Things to do in Cutchogue

Wineries · Tours · Parks · Zoos & Aquariums

Side Trips

Montauk

— 3 nights
Montauk is a census-designated place (CDP) that includes the hamlet with the same name located in the town of East Hampton in Suffolk County, New York, on the eastern end of the South Shore of Long Island. When in Montauk, make a side trip to see LongHouse Reserve in East Hampton, approximately East Hampton away. There's still lots to do: cast your line with a fishing tour, admire the majestic nature at Montauk Point State Park, enjoy the sand and surf at Main Beach, and pause for some serene contemplation at St. Therese of Lisieux Catholic Church.

For maps, photos, where to stay, and other tourist information, you can read our Montauk travel route planner.

You can drive from Cutchogue to Montauk in 1.5 hours. In July, daily temperatures in Montauk can reach 80°F, while at night they dip to 68°F. Wrap up your sightseeing on the 8th (Thu) to allow time to travel to Huntington.

Things to do in Montauk

Parks · Outdoors · Historic Sites · Nature

Side Trip

Huntington

— 3 nights
The Town of Huntington is one of ten towns in Suffolk County, New York, United States. Explore Huntington's surroundings by going to Captain Fish of Port Jefferson (in Port Jefferson) and Fire Island National Seashore (in Patchogue). There's lots more to do: browse the exhibits of Sagamore Hill National Historic Site, admire the majestic nature at Caumsett State Park, learn about all things military at Museum of American Armor, and get engrossed in the history at American Airpower Museum.

To find traveler tips, reviews, ratings, and other tourist information, use the Huntington tour planner.

You can drive from Montauk to Huntington in 2 hours. In July, daytime highs in Huntington are 83°F, while nighttime lows are 69°F. Finish your sightseeing early on the 11th (Sun) to allow enough time to travel to New Port Richey.

Things to do in Huntington

Parks · Outdoors · Museums · Historic Sites

Side Trips

New Port Richey

— 5 nights
Explore the numerous day-trip ideas around New Port Richey: Three Sisters Springs (in Crystal River), Honeymoon Island State Park (in Dunedin) and Duckwing Triking LLC (in Palm Harbor).

For traveler tips, ratings, other places to visit, and more tourist information, go to the New Port Richey road trip website.

Explore your travel options from Huntington to New Port Richey with the Route module. Traveling from Huntington in July, expect New Port Richey to be a bit warmer, temps between 90°F and 77°F. Cap off your sightseeing on the 16th (Fri) early enough to go by car back home.

Things to do in New Port Richey

Parks · Outdoors · Beaches · Nature

Side Trips

Long Island travel guide

4.3
Wineries & Vineyards · Beaches · Lighthouses
Stretching northeast from New York Harbor to the Atlantic Ocean, Long Island is the largest island in the continental U.S. It technically includes the New York City boroughs of Brooklyn and Queens, but generally refers to the suburban counties of Nassau and Suffolk exclusively. Known for its cookie-cutter suburban neighborhoods, the island is also home to a wealth of intriguing places to visit, including beaches, scenic countryside, wineries, and numerous historical sites. In the summer months, wealthy New Yorkers flock here to relax in their exclusive Hamptons properties.