16 days in United States & Puerto Rico Itinerary

16 days in United States & Puerto Rico Itinerary

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Route & dates

16 days in United States & Puerto Rico Itinerary

Start: Newark, United States
Drive:  2​h
1
New Haven, United States
— 1 day
train:  3​h 15​min
2
Philadelphia, United States
— 3 nights
Drive:  2​h 30​min
3
Gettysburg, United States
— 1 night
taxi + Fly:  5​h 15​min
4
Orlando, United States
— 4 nights
Fly:  7​h 15​min
5
Isla de Vieques, Puerto Rico
— 3 nights
Fly:  2​h
6
San Juan, Puerto Rico
— 3 nights
Fly:  6​h 30​min
End: Newark, United States

1
day
New Haven, United States

New Haven ©
New Haven, in the U.S. Kick off your visit on the 30th (Sat): explore the world behind art at Yale University Art Gallery, browse the collection at Beinecke Rare Book & Manuscript Library, and then relax in the rural setting at Farmer Joe's Gardens.

To see more things to do, maps, reviews, and other tourist information, use the New Haven trip itinerary builder tool .

Newark to New Haven is an approximately 2-hour car ride. In November, daytime highs in New Haven are 53°F, while nighttime lows are 36°F. Wrap up your sightseeing on the 30th (Sat) early enough to take a train to Philadelphia.

Things to do in New Haven

Museums

Side Trip

Farmer Joe's Gardens
Highlights from your plan
Yale University Art Gallery ©
Yale University Art Gallery
Farmer Joe's Gardens ©
Farmer Joe's Gardens

3
nights
Philadelphia, United States

Philadelphia ©
Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.
Take a break from Philadelphia with a short trip to Longwood Gardens in Kennett Square, about 52 minutes away. There's still lots to do: stroll around Wissahickon Valley Park, browse the eclectic array of goods at Reading Terminal Market, explore the world behind art at Rodin Museum, and take an in-depth tour of Eastern State Penitentiary.

To find where to stay, maps, other places to visit, and more tourist information, refer to the Philadelphia trip planning tool .

You can take a train from New Haven to Philadelphia in 3.5 hours. Other options are to drive; or fly. November in Philadelphia sees daily highs of 57°F and lows of 40°F at night. Wrap up your sightseeing on the 3rd (Tue) to allow time to drive to Gettysburg.

Things to do in Philadelphia

Museums Parks Nightlife

Side Trip

Longwood Gardens
Highlights from your plan
Philadelphia Museum of Art ©
Philadelphia Museum of Art
Longwood Gardens ©
Longwood Gardens
Wissahickon Valley Park ©
Wissahickon Valley Park

1
night
Gettysburg, United States

Gettysburg ©
Located near the memorial park marking the site of one of the largest Civil War battles, the town of Gettysburg sits in a landscape of rolling green hills with views of the Blue Ridge Mountains in the distance.
Start off your visit on the 4th (Wed): get engrossed in the history at Gettysburg National Military Park Museum & Visitor Center, then take in the history at Gettysburg National Military Park, then explore the striking landscape at Devils Den, and finally steep yourself in history at Little Round Top.

To find more things to do, other places to visit, ratings, and tourist information, use the Gettysburg trip planner .

You can drive from Philadelphia to Gettysburg in 2.5 hours. Alternatively, you can do a combination of train, flight, and taxi; or do a combination of train and bus. In December, daytime highs in Gettysburg are 45°F, while nighttime lows are 32°F. Cap off your sightseeing on the 4th (Wed) early enough to travel to Orlando.

Things to do in Gettysburg

Historic Sites Parks Museums
Highlights from your plan
Gettysburg National Military Park ©
Gettysburg National Military Park
Little Round Top ©
Little Round Top

4
nights
Orlando, United States

Orlando ©
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.
When in Orlando, make a side trip to see The Twilight Zone Tower of Terror in Anaheim, approximately 36 minutes away. There's lots more to do: make an unforgettable trip to Walt Disney World Resort, get in on the family fun at Universal Orlando Resort, admire the natural beauty at Harry P. Leu Gardens, and get your game on at The Escape Game Orlando.

To see other places to visit, where to stay, and other tourist information, read our Orlando tour planner.

You can do a combination of taxi and flight from Gettysburg to Orlando in 5.5 hours. Other options are to do a combination of bus and flight; or drive. Traveling from Gettysburg in December, things will get much warmer in Orlando: highs are around 77°F and lows about 59°F. Wrap up your sightseeing on the 8th (Sun) to allow time to travel to Isla de Vieques.

Things to do in Orlando

Theme Parks Fun & Games Parks

Side Trip

Charles Hosmer Morse Museum of American Art
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure

3
nights
Isla de Vieques, Puerto Rico

Isla de Vieques ©
For sixty years until 2003, most of the Isla de Vieques was closed off to the public, with the US Navy using the island's beaches and surrounding waters for drills and testing of new military machinery, such as bombs.
Isla de Vieques is known for nature, beaches, wildlife, adventure, and nightlife. Your plan includes some of its best attractions: explore the activities along Sun Bay Beach, see some colorful creatures with a scuba or snorkeling tour, have fun at Vieques Gun Club & Sporting Clays, and kick back and relax at La Chiva.

Plan a trip to Isla de Vieques easily and quickly by telling Inspirock to suggest an itinerary.

Traveling by flight from Orlando to Isla de Vieques takes 7.5 hours. Alternatively, you can do a combination of flight and ferry. The time zone difference moving from Eastern Standard Time (EST) to Atlantic Standard Time (AST) is 1 hour. In December, Isla de Vieques is somewhat warmer than Orlando - with highs of 84°F and lows of 75°F. Finish your sightseeing early on the 12th (Thu) so you can travel to San Juan.

Things to do in Isla de Vieques

Outdoors Parks Beaches
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Vieques National Wildlife Refuge ©
Media Luna Beach ©
Media Luna Beach

3
nights
San Juan, Puerto Rico

Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Get out of town with these interesting San Juan side-trips: Museo del Tabaco Caguas (in Caguas) and El Yunque Rain Forest (in El Yunque National Forest). The adventure continues: appreciate the extensive heritage of Old San Juan, savor the flavors at Food & Drink, look for gifts at Coqui el Original, and make a trip to Plaza de la Catedral.

For maps, photos, ratings, and more tourist information, go to the San Juan vacation planner .

Traveling by flight from Isla de Vieques to San Juan takes 2 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and shuttle. December in San Juan sees daily highs of 85°F and lows of 75°F at night. Finish up your sightseeing early on the 15th (Sun) so you can travel back home.

Things to do in San Juan

Parks Wildlife Nature

Side Trips

Museo del Tabaco Caguas, El Yunque Rain Forest
Highlights from your plan
Food Tours
El Yunque Rain Forest ©
El Yunque Rain Forest
Old San Juan ©
Old San Juan

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