8 days in Boston, New York City & Port of Spain Itinerary

8 days in Boston, New York City & Port of Spain Itinerary

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Route & dates

8 days in Boston, New York City & Port of Spain Itinerary

Start: Port of Spain, Trinidad and Tobago
bus + Fly:  15​h
1
Boston, United States
— 1 night
Fly + bus:  3​h
2
New York City, United States
— 4 nights
bus + Fly:  8​h 45​min
3
Port of Spain, Trinidad and Tobago
— 1 day
End: Port of Spain, Trinidad and Tobago

1
night
Boston, United States

Boston ©
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
On the 17th (Thu), explore the world behind art at Museum of Fine Arts, then take in nature's colorful creations at Boston Public Garden, and then stroll the grounds of Mount Auburn Cemetery. Get ready for a full day of sightseeing on the next day: examine the collection at Peabody Essex Museum, then examine the collection at John F. Kennedy Presidential Museum & Library, and then take an in-depth tour of New England Holocaust Memorial.

For photos, ratings, traveler tips, and tourist information, read our Boston driving holiday planner.

Port of Spain, Trinidad and Tobago to Boston is an approximately 15-hour flight. Due to the time zone difference, you'll gain 1 hour traveling from Port of Spain to Boston. Plan for much colder temperatures traveling from Port of Spain in October, with highs in Boston at 20°C and lows at 11°C. Finish up your sightseeing early on the 18th (Fri) so you can travel to New York City.

Things to do in Boston

Museums Historic Sites Parks

Side Trips

Peabody Essex Museum, Mount Auburn Cemetery
Highlights from your plan
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden
Mount Auburn Cemetery ©
Mount Auburn Cemetery

4
nights
New York City, United States

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.
New York City is known for museums, nightlife, shopping, historic sites, and parks. Your plan includes some of its best attractions: go for a walk through Central Park, enjoy breathtaking views from Empire State Building, admire the landmark architecture of Grand Central Terminal, and explore the world behind art at The Metropolitan Museum of Art.

Start your trip to New York City by creating a personalized itinerary on Inspirock.

You can do a combination of flight and bus from Boston to New York City in 3 hours. Alternatively, you can fly; or drive. Prepare for somewhat warmer weather when traveling from Boston in October: high temperatures in New York City hover around 24°C and lows are around 16°C. Finish your sightseeing early on the 22nd (Tue) to allow enough time to travel to Port of Spain.

Things to do in New York City

Parks Museums Historic Sites
Highlights from your plan
Central Park ©
Central Park
Empire State Building ©
Empire State Building
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art

1
day
Port of Spain, Trinidad and Tobago

Port of Spain ©
Port of Spain, the country's capital, sits between the sea and a scenic green mountain range, and acts as a gateway for eclectic adventures on land and sea.
On the 23rd (Wed), take in the spiritual surroundings of Mohammed Ali Jinnah Memorial Mosque, steep yourself in history at Fort George, and then stroll around Queen's Park Savannah.

For maps, reviews, ratings, and more tourist information, use the Port of Spain trip planner .

Getting from New York City to Port of Spain by combination of bus and flight takes about 9 hours. Other options: fly. The time zone changes from Eastern Standard Time to Atlantic Standard Time, which is usually a 1 hour difference. While traveling from New York City, expect much warmer days and a bit warmer nights in Port of Spain, ranging from highs of 38°C to lows of 28°C. Finish up your sightseeing early on the 23rd (Wed) so you can travel back home.

Things to do in Port of Spain

Historic Sites Parks
Highlights from your plan
Fort George ©
Fort George
Queen's Park Savannah ©
Queen's Park Savannah
Mohammed Ali Jinnah Memorial Mosque ©

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