20 days in Long Island & Orlando Itinerary

20 days in Long Island & Orlando Itinerary

Created using Inspirock United States trip planner
Make it your trip
Fly to John F Kennedy International Airport, Drive to Montauk
1
Montauk
— 4 nights
Drive
2
Greenport
— 2 nights
Drive to John F Kennedy International Airport, Fly to Orlando
3
Orlando
— 10 nights
Fly to John F Kennedy International Airport, Drive to Wantagh
4
Wantagh
— 3 nights
Drive to John F Kennedy International Airport, Fly to Riyadh

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Montauk — 4 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. Family-friendly places like Fishing Charters & Tours and Atlantic Avenue Beach will thrill your kids. Change things up with these side-trips from Montauk: Foster Memorial Beach (in Sag Harbor) and LongHouse Reserve (in East Hampton). The adventure continues: kick back and relax at Gin Beach, immerse yourself in nature at Shadmoor State Park, stroll around Navy Road Park, and surround yourself with nature on Hampton Beach Service.

To see traveler tips, more things to do, other places to visit, and tourist information, use the Montauk trip planner.

Riyadh, Saudi Arabia to Montauk is an approximately 19.5-hour combination of flight and car. The time zone difference when traveling from Riyadh to Montauk is minus 8 hours. Expect cooler temperatures when traveling from Riyadh in July; daily highs in Montauk reach 31°C and lows reach 23°C. Wrap up your sightseeing on the 20th (Wed) to allow time to drive to Greenport.
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Parks · Outdoors · Beaches · Tours
Side Trips

Greenport — 2 nights

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.
Start off your visit on the 21st (Thu): experience rural life at Peconic River Herb Farm, kick back and relax at Cupsogue Beach County Park, and then experience rural life at Goodale Farms. On the 22nd (Fri), you'll have a packed day of sightseeing: head outdoors with Outdoor Activities, then experience rural life at Southold Bay Oysters, and then look for all kinds of wild species at Elizabeth A. Morton National Wildlife Refuge.

To find reviews, ratings, more things to do, and more tourist information, refer to the Greenport road trip planning website.

Drive from Montauk to Greenport in 2 hours. In July, plan for daily highs up to 30°C, and evening lows to 22°C. Wrap up your sightseeing on the 22nd (Fri) to allow time to drive to Orlando.
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Parks · Outdoors · Beaches · Wildlife
Side Trips

Orlando — 10 nights

For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Kids will appreciate attractions like Magic Kingdom Park and SeaWorld. Pack the 24th (Sun) with family-friendly diversions at Universal's Islands of Adventure. Pack the 25th (Mon) with family-friendly diversions at Universal Orlando Resort. Next up on the itinerary: discover the magic at Walt Disney World Resort, get in on the family fun at Disney's Animal Kingdom Theme Park, don't miss a visit to Disney’s Hollywood Studios, and cool off at Aquatica.

For maps, photos, reviews, and tourist information, read our Orlando trip planner.

Explore your travel options from Greenport to Orlando with the Route module. Prepare for somewhat warmer weather when traveling from Greenport in July: high temperatures in Orlando hover around 38°C and lows are around 28°C. Wrap up your sightseeing on the 1st (Mon) to allow time to drive to Wantagh.
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Theme Parks · Fun & Games · Golf · Outdoors

Wantagh — 3 nights

Wantagh is a hamlet and census-designated place (CDP) in the Town of Hempstead in Nassau County on Long Island, New York, United States. On the 2nd (Tue), kick back and relax at Lido Beach, then enjoy the sand and surf at Gilgo Beach, and then enjoy the sand and surf at Cedar Beach. Here are some ideas for day two: admire the majestic nature at Belmont Lake State Park, then experience rural life at Organics Today Farm, and then identify plant and animal life at Bethpage State Park.

For more things to do, traveler tips, ratings, and more tourist information, read our Wantagh driving holiday planner.

Explore your travel options from Orlando to Wantagh with the Route module. Prepare for slightly colder weather when traveling from Orlando in August: high temperatures in Wantagh hover around 32°C and lows are around 22°C. Finish your sightseeing early on the 4th (Thu) to allow enough time to travel back home.
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Parks · Beaches · Outdoors · Nature
Side Trips

Long Island travel guide

4.4
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.
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