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- An 9 night USA itinerary for a spectacular family vacation
Why choose Pickyourtrail?
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1 Million+ Itineraries CuratedAcross 100+ destinations in the past 12 years
1,50,000+ HolidaysFrom honeymoons to family getaways, customised with care and delight.
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Awarded The Best Holiday Brand in IndiaItinerary
Boston
2 Nights Stay
Boston — 2 Nights
Day 01
Morning
Arrive in Boston airport. Get transferred to your hotel.
Noon to Evening
At leisure. Add Activity
Day 02
Morning
LEGOLAND® Discovery Center Boston Admission Ticket
Noon
At leisure. Add Activity
Evening
1.5-hour Historical New England Harbor Cruise
Fly to New York
New York
3 Nights Stay
New York — 3 Nights
Day 03
Morning
At leisure. Add Activity
Noon
Checkout of your hotel. Board your flight to New York. Check-in to your new hotel in New York
Evening
At leisure. Add Activity
Day 04
Morning
Hop-On Hop-Off NYC Bus Tour, Statue of Liberty, Museum of the City of NY & More
Noon
At leisure. Add Activity
Evening
Chinatown, Five Points and Little Italy Walking Tour
Day 05
Morning
Wall Street and 911 Memorial Walking Tour
Noon
At leisure. Add Activity
Evening
Madame Tussauds NYC Famous Wax Musuem Admission Ticket
Fly to Washington D.C
Washington D.C
2 Nights Stay
Washington D.C — 2 Nights
Day 06
Morning
Checkout of your hotel. Board your flight to Washington D.C. Check-in to your new hotel in Washington D.C
Noon
At leisure. Add Activity
Evening
DC National Mall Night Tour with 10 Stops, Reserved Entry Tickets
Day 07
Morning
Grand Sightseeing Tour of Washington DC
Noon to Evening
At leisure. Add Activity
Fly to Chicago
Chicago
2 Nights Stay
Chicago — 2 Nights
Day 08
Morning
Checkout of your hotel. Board your flight to Chicago. Check-in to your new hotel in Chicago
Noon to Evening
At leisure. Add Activity
Day 09
Morning to Noon
Scenic Chicago North Side Tour and Chicago Style Pizza
Evening
At leisure. Add Activity
Day 10
Full Day
Take your flight back home. Hope you end up with a lot of memories and a few souvenirs too.
Add trip details
₹359,467/ person
Excluding Applicable Taxes
Just completed a trip to Alaska for the Northern Lights!! It was Amazing!! Pre journey readiness is awesome with Pickyourtrail, they ensured the itinerary was as per what we wanted and nothing more or less. The during journey follow ups and touch points made us feel secure and connected. We are definitely going to them for our next oneArpana Devarhubli, Trip to USA
See what’s included in this tripCost your itinerary to see the hotels, flights, and activities included in your trip
4.7From 8250 reviews
Verified ReviewsPhotos from Travellers
Pickyourtrail's Original Reviews
Arpana Devarhubli Reviewed on :07 Oct 2024
Just completed a trip to Alaska for the Northern Lights!! It was Amazing!! Pre journey readiness is awesome with Pickyourtrail, they ensured the itinerary was as per what we wanted and nothing more or less. The during journey follow ups and touch points made us feel secure and connected. We are definitely going to them for our next one
Arpana Devarhubli Reviewed on :07 Oct 2024
Just completed a trip to Alaska for the Northern Lights!! It was Amazing!! Pre journey readiness is awesome with Pickyourtrail, they ensured the itinerary was as per what we wanted and nothing more or less. The during journey follow ups and touch points made us feel secure and connected. We are definitely going to them for our next one
Amruta Nevse Reviewed on :09 Apr 2026
We had planned 5-day trip to Singapore with Pickyourtrail & it was absolutely seamless from start to finish. Having never planned a trip with them before, we were impressed by the high level of personalisation and the 24/7 on-ground support that made the entire vacation feel effortless. A special thanks to Geethika for a planner and Shabreen for visa and trip execution , their constant support helped us in being comfortable every place we visited.
Amruta Nevse Reviewed on :09 Apr 2026
We had planned 5-day trip to Singapore with Pickyourtrail & it was absolutely seamless from start to finish. Having never planned a trip with them before, we were impressed by the high level of personalisation and the 24/7 on-ground support that made the entire vacation feel effortless. A special thanks to Geethika for a planner and Shabreen for visa and trip execution , their constant support helped us in being comfortable every place we visited.
Monish Raja Reviewed on :08 Apr 2026
Had wonderful experience with PYT in bali.
Monish Raja Reviewed on :08 Apr 2026
Had wonderful experience with PYT in bali.
Kaustubh Patil Reviewed on :08 Apr 2026
It was greate experience with Pickyourtrail. The Maldives trip was full customized and arranged by "Anu" and during trip 24*7 support team and dedicated person "Hari" was available for any concerns. Looking forward to arrange my next trip as well with Pickyourtrail.
Kaustubh Patil Reviewed on :08 Apr 2026
It was greate experience with Pickyourtrail. The Maldives trip was full customized and arranged by "Anu" and during trip 24*7 support team and dedicated person "Hari" was available for any concerns. Looking forward to arrange my next trip as well with Pickyourtrail.
Kritika Kaliappan Reviewed on :08 Apr 2026
Pick your trail- I had best experience and people management also was amazing.
Kritika Kaliappan Reviewed on :08 Apr 2026
Pick your trail- I had best experience and people management also was amazing.
Md Nizam Khan Reviewed on :07 Apr 2026
Very good suport staff.. My entire journey was pre planned and well managed without any last minute hassle..
Md Nizam Khan Reviewed on :07 Apr 2026
Very good suport staff.. My entire journey was pre planned and well managed without any last minute hassle..
4.7From 8250 reviews
Verified ReviewsSimilar Itineraries
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