8 days in Long Island Itinerary

8 days in Long Island Itinerary

Created using Inspirock Long Island journey planner

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Route & dates

8 days in Long Island Itinerary

Start: Vancouver
Fly + Drive:  10​h 15​min
1
Garden City
— 2 nights
Drive:  2​h
2
Montauk
— 2 nights
Drive:  1​h 45​min
3
Greenport
— 3 nights
Drive + Fly:  11​h 45​min
End: Vancouver

2
nights
Garden City

Garden City ©
Garden City is an incorporated village in the town of Hempstead, in central Nassau County, New York, in the United States. Kick off your visit on the 16th (Fri): admire the natural beauty at Planting Fields Arboretum State Historic Park, steep yourself in history at Sagamore Hill National Historic Site, then test your team's savvy at popular escape rooms, and finally stop by Amazing Olive. On the next day, take in nature's colorful creations at Old Westbury Gardens, then see the interesting displays at Cradle of Aviation Museum, and then immerse yourself in nature at Jones Beach State Park.

To see other places to visit, maps, reviews, and more tourist information, read our Garden City holiday site .

Vancouver, Canada to Garden City is an approximately 10.5-hour combination of flight and car. You can also drive. The time zone changes from Pacific Standard Time (PST) to Eastern Standard Time (EST), which is usually a 3 hour difference. Prepare for a bit warmer weather when traveling from Vancouver in August: high temperatures in Garden City hover around 33°C and lows are around 24°C. Wrap up your sightseeing on the 17th (Sat) to allow time to travel to Montauk.

Things to do in Garden City

Parks Museums Nature

Side Trips

Oyster Bay, Amazing Olive, Jones Beach State Park, Room Escape Games, Old Westbury Gardens
Highlights from your plan
Old Westbury Gardens ©
Old Westbury Gardens
Cradle of Aviation Museum ©
Cradle of Aviation Museum
Sagamore Hill National Historic Site ©

2
nights
Montauk

Montauk ©
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. Kick off your visit on the 18th (Sun): get a new perspective on things with Boat Tours & Water Sports, make a trip to Montauk Point Lighthouse, and then sample the tasty concoctions at Montauk Brewing Company. On your second day here, admire the majestic nature at Hither Hills State Park, admire the majestic nature at Montauk Point State Park, and then make a trip to Gosman's Restaurant.

To find traveler tips, maps, ratings, and tourist information, use the Montauk road trip planning app .

Traveling by car from Garden City to Montauk takes 2.5 hours. In August in Montauk, expect temperatures between 30°C during the day and 22°C at night. Finish up your sightseeing early on the 19th (Mon) so you can go by car to Greenport.

Things to do in Montauk

Nature Parks Outdoors
Highlights from your plan
Montauk Point Lighthouse ©
Montauk Point Lighthouse
Fishing Charters & Tours
Gosman's Restaurant ©
Gosman's Restaurant

3
nights
Greenport

Greenport ©
Nestled on the north fork of Long Island within a pastoral landscape of farms and vineyards, Greenport is a historic village best known for its waterfront walkway with a 36-horse vintage carousel as its centerpiece.
Change things up with these side-trips from Greenport: Long Island Aquarium (in Riverhead) and Splish Splash (in Calverton). There's still lots to do: awaken your taste buds at some of the top wineries in the area, experience rural life at The East End Mushroom Company, kick back and relax at Cooper's Beach, and do a tasting at Sannino Bella Vita Vineyard.

To see maps, where to stay, traveler tips, and more tourist information, you can read our Greenport route maker .

You can drive from Montauk to Greenport in 2 hours. In August, daytime highs in Greenport are 29°C, while nighttime lows are 20°C. On the 22nd (Thu), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Greenport

Parks Tours Theme Parks

Side Trips

Sannino Bella Vita Vineyard, Splish Splash, The East End Mushroom Company, Sparkling Pointe Vineyards & Winery, Cooper's Beach
Highlights from your plan
Long Island Aquarium ©
Long Island Aquarium
Sannino Bella Vita Vineyard ©
Sannino Bella Vita Vineyard
The East End Mushroom Company ©
The East End Mushroom Company

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