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- An 9 night USA itinerary for a spectacular family vacation
Why choose Pickyourtrail?
Awarded The Best Holiday Brand in India
1 Million+ Itineraries CuratedAcross 100+ destinations in the past 12 years
1,50,000+ HolidaysFrom honeymoons to family getaways, customised with care and delight.
Rated 4.6⭐ on Google8000+ reviews from travellers who had a sooper hit holiday.
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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
Aishwarya Mishra Reviewed on :03 Feb 2026
This is my 3rd international trip with PYT and it was to Bali. It was really hassle free and good as well. Driver iwan was very helpful and mahalakshmi also coordinated well throughout. Thanks for the gift hamper as well.
Aishwarya Mishra Reviewed on :03 Feb 2026
This is my 3rd international trip with PYT and it was to Bali. It was really hassle free and good as well. Driver iwan was very helpful and mahalakshmi also coordinated well throughout. Thanks for the gift hamper as well.
Supratika C Reviewed on :03 Feb 2026
Our third trip with pick your trail. Excellent service as usual. Especially appreciated the co-ordination on taxi services to accomodate late check out multiple times. Keep it going guys :(
Supratika C Reviewed on :03 Feb 2026
Our third trip with pick your trail. Excellent service as usual. Especially appreciated the co-ordination on taxi services to accomodate late check out multiple times. Keep it going guys :(
Hirisha Reshamwala Reviewed on :03 Feb 2026
Our trip to Finland was planned completely as per our requirements and when we needed, the team was available 24*7 to help us. All the activities,hotels,transfers were perfectly as expected . The details were also given everyday to make the trip smoother. So I can surely pick Pickyourtrail for my next trip!!
Hirisha Reshamwala Reviewed on :03 Feb 2026
Our trip to Finland was planned completely as per our requirements and when we needed, the team was available 24*7 to help us. All the activities,hotels,transfers were perfectly as expected . The details were also given everyday to make the trip smoother. So I can surely pick Pickyourtrail for my next trip!!
Palash Soni Reviewed on :03 Feb 2026
The pickyourtrail on support was very prompt in responding to any queries. Adithyan was very helpful. Effortless trip management by PYT
Palash Soni Reviewed on :03 Feb 2026
The pickyourtrail on support was very prompt in responding to any queries. Adithyan was very helpful. Effortless trip management by PYT
Prathamesh Suresh Reviewed on :02 Feb 2026
Had a smooth and well coordinated travel experience. Special thanks to Dhayananthan, Abinaya, Adhithyan, Nitya, Devi, Anith, Praveen, and the Visa Team for their timely support and clear guidance. Also appreciate the Singapore ground team for their professionalism and helpfulness on arrival. Overall, a well managed and stress free experience. Highly recommended.
Prathamesh Suresh Reviewed on :02 Feb 2026
Had a smooth and well coordinated travel experience. Special thanks to Dhayananthan, Abinaya, Adhithyan, Nitya, Devi, Anith, Praveen, and the Visa Team for their timely support and clear guidance. Also appreciate the Singapore ground team for their professionalism and helpfulness on arrival. Overall, a well managed and stress free experience. Highly recommended.
4.7From 8250 reviews
Verified ReviewsSimilar Itineraries
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