26 days in United States Itinerary

26 days in United States Itinerary

Created using Inspirock United States trip planner

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Route & dates

26 days in United States Itinerary

Start: Cape Town
Fly + bus:  21​h 45​min
1
New York City
— 3 nights
car:  30​min
2
Brooklyn
— 3 nights
Drive:  30​min
3
Bronx
— 2 nights
Drive:  45​min
4
Greenwich
— 1 night
Drive:  45​min
5
Bridgeport
— 2 nights
Drive:  1​h 30​min
6
Orient
— 1 night
Drive:  45​min
7
Southampton
— 2 nights
Drive:  1​h 15​min
8
Patchogue
— 1 night
Drive:  45​min
9
Stony Brook
— 1 night
Drive:  1​h
10
Cambria Heights
— 1 night
Drive:  30​min
11
Jamaica
— 2 nights
Drive:  30​min
12
Astoria
— 2 nights
Drive:  45​min
13
Breezy Point
— 1 night
Drive + Fly:  25​h
End: Cape Town

3
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
Fifth Avenue and St. Patrick's Cathedral are good opportunities to explore the local culture. Visit 9/11 Memorial and St. Paul's Chapel for their historical value. When in New York City, make a side trip to see Ocean Grove Beach in Ocean Grove, approximately 1h 05 min away. There's still lots to do: admire the masterpieces at The Metropolitan Museum of Art, take in the pleasant sights at Central Park, make a trip to Statue of Liberty National Monument, and get a new perspective on nature at American Museum of Natural History.

To see more things to do, other places to visit, traveler tips, and tourist information, you can read our New York City trip planner .

Cape Town, South Africa to New York City is an approximately 22-hour flight. You can also do a combination of bus and flight. You'll gain 7 hours traveling from Cape Town to New York City due to the time zone difference. In December, New York City is much colder than Cape Town - with highs of 10°C and lows of 2°C. On the 20th (Thu), wrap the sightseeing up by early afternoon so you can drive to Brooklyn.

Things to do in New York City

Parks Museums Shopping

Side Trip

Ocean Grove Beach
Highlights from your plan
Fifth Avenue ©
Fifth Avenue
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art
9/11 Memorial ©
9/11 Memorial

3
nights
Brooklyn

Brooklyn ©
Though it may be less popular or touristy than its big brother Manhattan, Brooklyn boasts of one of the largest and hippest art districts in the United States.
On the 20th (Thu), take a stroll through Williamsburg. On your second day here, appreciate the extensive heritage of Brooklyn Heights Promenade, enjoy the sand and surf at Brighton Beach, then take a stroll through Dumbo, and finally have some family-friendly fun at Kick Axe Throwing.

To see other places to visit, more things to do, ratings, and more tourist information, read our Brooklyn road trip planner.

Brooklyn is very close to New York City. December in Brooklyn sees daily highs of 10°C and lows of 2°C at night. Wrap up your sightseeing on the 23rd (Sun) early enough to drive to Bronx.

Things to do in Brooklyn

Beaches Parks Outdoors

Side Trips

Tobay Beach, The Streets of Chester Shopping Center
Highlights from your plan
Brighton Beach ©
Brighton Beach
Brooklyn Heights Promenade ©
Brooklyn Heights Promenade
Dumbo ©
Dumbo

2
nights
Bronx

Bronx ©
The northernmost New York City borough, the Bronx has many claims to fame, including being the birthplace of hip-hop and home of the New York Yankees.
On the 23rd (Sun), meet the residents at Bronx Zoo, kick back and relax at Hudson Park and Beach, then steep yourself in history at The Van Cortlandt House Museum, and finally appreciate the extensive heritage of Historic New Bridge Landing. Here are some ideas for day two: explore and take pictures at Yankee Stadium and then get some fabulous bargains at Woodbury Common Premium Outlets.

For ratings, photos, reviews, and tourist information, you can read our Bronx driving holiday planning website .

Bronx is just a short distance from Brooklyn. In December, daily temperatures in Bronx can reach 9°C, while at night they dip to 2°C. Cap off your sightseeing on the 25th (Tue) early enough to travel to Greenwich.

Things to do in Bronx

Parks Shopping Zoos & Aquariums

Side Trips

Woodbury Common Premium Outlets, Historic New Bridge Landing, Hudson Park and Beach
Highlights from your plan
Bronx Zoo ©
Bronx Zoo
Historic New Bridge Landing ©
Historic New Bridge Landing
Woodbury Common Premium Outlets ©
Woodbury Common Premium Outlets

1
night
Greenwich

Greenwich ©
Greenwich is a town in Fairfield County, Connecticut, United States. Start off your visit on the 25th (Tue): stop by Book Revue, then enjoy the sand and surf at Rye Town Park & Beach, then explore the world behind art at Bruce Museum, and finally take a stroll through Greenwich Avenue. On the 26th (Wed), you'll have a packed day of sightseeing: get engrossed in the history at Sagamore Hill National Historic Site, then get engrossed in the history at Boscobel House and Gardens, and then take in the spiritual surroundings of Chuang Yen Monastery.

For maps, traveler tips, reviews, and other tourist information, read Greenwich road trip planning tool .

Traveling by car from Bronx to Greenwich takes an hour. Expect little chillier evenings in Greenwich when traveling from Bronx in December, with lows around 0°C. Cap off your sightseeing on the 26th (Wed) early enough to travel to Bridgeport.

Things to do in Greenwich

Historic Sites Museums Shopping

Side Trips

Chuang Yen Monastery, Rye Town Park & Beach, Book Revue, Sagamore Hill National Historic Site, Boscobel House and Gardens
Highlights from your plan
Boscobel House and Gardens ©
Boscobel House and Gardens
Chuang Yen Monastery ©
Chuang Yen Monastery
Sagamore Hill National Historic Site ©

2
nights
Bridgeport

Bridgeport ©
Bridgeport is a seaport city in the U.S. Here are some ideas for day two: enjoy the sand and surf at Compo Beach, then stop by Sharon Audubon Center, and then steep yourself in history at Val-Kill Cottage.

For photos, reviews, other places to visit, and other tourist information, refer to the Bridgeport travel route builder website .

You can drive from Greenwich to Bridgeport in an hour. In December in Bridgeport, expect temperatures between 8°C during the day and 0°C at night. Finish your sightseeing early on the 28th (Fri) so you can travel to Orient.

Things to do in Bridgeport

Shopping Historic Sites Museums

Side Trips

Eleanor Roosevelt National Historic Site, Sharon Audubon Center, Compo Beach, The Mark Twain House & Museum, Yale University Art Gallery
Highlights from your plan
Sharon Audubon Center ©
Sharon Audubon Center
The Mark Twain House & Museum ©
The Mark Twain House & Museum

1
night
Orient

Orient ©
Orient is a hamlet and census-designated place (CDP) in Suffolk County, Long Island, New York, United States. Kick off your visit on the 29th (Sat): admire the majestic nature at Orient Beach State Park, then browse the exhibits of Horton Point Lighthouse and Nautical Museum, then do a tasting at Sannino Bella Vita Vineyard, and finally do a tasting at Sparkling Pointe.

To find maps, photos, ratings, and tourist information, go to the Orient online itinerary planner .

Getting from Bridgeport to Orient by car takes about 3 hours. December in Orient sees daily highs of 7°C and lows of 1°C at night. Wrap up your sightseeing on the 29th (Sat) early enough to travel to Southampton.

Things to do in Orient

Beaches Parks Outdoors

Side Trips

Southold, Sannino Bella Vita Vineyard
Highlights from your plan
Orient Beach State Park ©
Orient Beach State Park
Sannino Bella Vita Vineyard ©
Sannino Bella Vita Vineyard

2
nights
Southampton

Southampton ©
On the 30th (Sun), enjoy the sand and surf at Cooper's Beach, then tour the pleasant surroundings at Main Beach, and then learn about winemaking at Wolffer Estate Vineyard. On the next day, enjoy the sand and surf at Ponquogue Beach, then learn about winemaking at Paumanok Vineyards, then admire the masterpieces at Parrish Art Museum, and finally learn about winemaking at Duck Walk Vineyard.

To find traveler tips, more things to do, where to stay, and tourist information, read our Southampton trip planner .

Traveling by car from Orient to Southampton takes 1.5 hours. In December in Southampton, expect temperatures between 7°C during the day and 1°C at night. Finish up your sightseeing early on the 31st (Mon) so you can travel to Patchogue.

Things to do in Southampton

Beaches Parks Outdoors

Side Trips

Paumanok Vineyards, Main Beach, Wolffer Estate Vineyard
Highlights from your plan
Ponquogue Beach ©
Ponquogue Beach
Paumanok Vineyards ©
Paumanok Vineyards
Parrish Art Museum ©
Parrish Art Museum

1
night
Patchogue

Patchogue ©
Patchogue is a village on the south shore of Long Island in Suffolk County, New York, United States. On the 1st (Tue), head off the coast to Fire Island National Seashore, get engrossed in the history at Long Island Maritime Museum, then stop by The Amazing Olive, and finally have some family-friendly fun at Country Fair Entertainment Park.

To find traveler tips, other places to visit, photos, and tourist information, you can read our Patchogue road trip planning tool .

Drive from Southampton to Patchogue in an hour. In December, daily temperatures in Patchogue can reach 9°C, while at night they dip to 0°C. Finish up your sightseeing early on the 1st (Tue) so you can travel to Stony Brook.

Things to do in Patchogue

Beaches Parks Outdoors

Side Trips

Country Fair Entertainment Park, Long Island Maritime Museum
Highlights from your plan
Fire Island National Seashore ©
Fire Island National Seashore
Long Island Maritime Museum ©
Long Island Maritime Museum
Amazing Olive ©
Amazing Olive

1
night
Stony Brook

Stony Brook ©
Stony Brook is a hamlet and census-designated place (CDP) in the Town of Brookhaven in Suffolk County, New York, on the North Shore of Long Island. On the 2nd (Wed), admire the majestic nature at Sunken Meadow State Park, try your luck at Jake's 58 Hotel and Casino, then contemplate the long history of St. James General Store, and finally look for gifts at The Amazing Olive.

For maps, ratings, photos, and other tourist information, refer to the Stony Brook trip itinerary tool .

Stony Brook is very close to Patchogue. In January, daily temperatures in Stony Brook can reach 4°C, while at night they dip to -5°C. Finish your sightseeing early on the 2nd (Wed) to allow enough time to travel to Cambria Heights.

Things to do in Stony Brook

Parks Nature Shopping

Side Trips

Amazing Olive, St. James General Store, Sunken Meadow State Park
Highlights from your plan
Sunken Meadow State Park ©
Sunken Meadow State Park
St. James General Store ©
St. James General Store
Amazing Olive ©
Amazing Olive

1
night
Cambria Heights

Cambria Heights ©
On the 3rd (Thu), stroll through Long Beach, then appreciate the extensive heritage of Freeport's Nautical Mile, then examine the collection at Cradle of Aviation Museum, and finally buy something for everyone on your list at Roosevelt Field.

For traveler tips, where to stay, photos, and more tourist information, use the Cambria Heights trip itinerary tool .

You can drive from Stony Brook to Cambria Heights in an hour. In January in Cambria Heights, expect temperatures between 5°C during the day and -3°C at night. Finish your sightseeing early on the 3rd (Thu) so you can travel to Jamaica.

Things to do in Cambria Heights

Beaches Parks Outdoors

Side Trips

Garden City, Long Beach, Freeport's Nautical Mile
Highlights from your plan
Long Beach ©
Long Beach
Cradle of Aviation Museum ©
Cradle of Aviation Museum
Roosevelt Field ©
Roosevelt Field

2
nights
Jamaica

Jamaica ©
On the 4th (Fri), explore and take pictures at USTA National Tennis Center, explore the world behind art at Queens Museum, and then stop by Pier Village. On your second day here, stroll through Gunnison Beach, then steep yourself in history at Nike Missile Site NY-56, then stop by Jay & Silent Bob's Secret Stash, and finally look for gifts at Jack's Record Shoppe.

Ask Inspirock to suggest an itinerary and make planning a trip to Jamaica fast, fun, and easy.

Jamaica is very close to Cambria Heights. In January in Jamaica, expect temperatures between 5°C during the day and -3°C at night. Finish your sightseeing early on the 5th (Sat) so you can travel to Astoria.

Things to do in Jamaica

Shopping Beaches Parks

Side Trips

Queens, Sandy Hook, Red Bank, Pier Village
Highlights from your plan
Jay & Silent Bob's Secret Stash ©
Jay & Silent Bob's Secret Stash
Gunnison Beach ©
Gunnison Beach
Nike Missile Site NY-56 ©
Nike Missile Site NY-56

2
nights
Astoria

Astoria ©
Start off your visit on the 6th (Sun): examine the collection at Museum of the Moving Image, make a trip to Tear Drop Memorial, and then get some fabulous bargains at The Mills at Jersey Gardens. Keep things going the next day: steep yourself in history at Sunnyside and then take some stellar pictures from Astoria Park.

To find where to stay, photos, and more tourist information, read Astoria road trip site .

Astoria is just a short distance from Jamaica. In January, daytime highs in Astoria are 5°C, while nighttime lows are -3°C. On the 7th (Mon), wrap the sightseeing up by early afternoon so you can travel to Breezy Point.

Things to do in Astoria

Shopping Museums Parks

Side Trips

Tear Drop Memorial, The Mills at Jersey Gardens, Sunnyside
Highlights from your plan
The Mills at Jersey Gardens ©
The Mills at Jersey Gardens
Sunnyside ©
Sunnyside
Museum of the Moving Image ©
Museum of the Moving Image

1
night
Breezy Point

Breezy Point ©
On the 7th (Mon), snap pictures at The Highlands-Sea Bridge and then see the interesting displays at Silverball Pinball Museum.

To find traveler tips, photos, maps, and more tourist information, read Breezy Point online holiday maker .

You can drive from Astoria to Breezy Point in an hour. In January, plan for daily highs up to 5°C, and evening lows to -3°C. Finish up your sightseeing early on the 8th (Tue) so you can travel back home.

Things to do in Breezy Point

Shopping Beaches Parks

Side Trips

The Highlands-Sea Bridge, Jersey Shore Premium Outlets, Silverball Pinball Museum, Belmar Beach, St. Catharine Catholic Church
Highlights from your plan
Jersey Shore Premium Outlets ©
Jersey Shore Premium Outlets
St. Catharine Catholic Church ©
St. Catharine Catholic Church
Silverball Pinball Museum ©
Silverball Pinball Museum

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