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  3. Go for second honeymoon in USA for 8 nights and fall in love, again
Why choose Pickyourtrail?
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1 Million+ Itineraries CuratedAcross 100+ destinations in the past 12 years
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1,50,000+ HolidaysFrom honeymoons to family getaways, customised with care and delight.
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Rated 4.6⭐ on Google8000+ reviews from travellers who had a sooper hit holiday.
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Awarded The Best Holiday Brand in India
Itinerary
Boston
2 Nights Stay
Boston2 Nights
Day 01
Morning to Noon
Arrive in Boston airport. Get transferred to your hotel.
Evening
At leisure. Add Activity
Day 02
Boston Tea Party Ships & Museum Admission
Morning
Boston Tea Party Ships & Museum Admission
Noon to Evening
At leisure. Add Activity
Fly to New York
New York
2 Nights Stay
New York2 Nights
Day 03
Morning to Noon
Checkout of your hotel. Board your flight to New York. Check-in to your new hotel in New York
Madame Tussauds NYC Famous Wax Musuem Admission Ticket
Evening
Madame Tussauds NYC Famous Wax Musuem Admission Ticket
Day 04
Hop-On Hop-Off NYC Bus Tour, Statue of Liberty, Museum of the City of NY & More
Morning
Hop-On Hop-Off NYC Bus Tour, Statue of Liberty, Museum of the City of NY & More
Noon
At leisure. Add Activity
Chinatown, Five Points and Little Italy Walking Tour
Evening
Chinatown, Five Points and Little Italy Walking Tour
Fly to Washington D.C
Washington D.C
2 Nights Stay
Washington D.C2 Nights
Day 05
Morning to Noon
Checkout of your hotel. Board your flight to Washington D.C. Check-in to your new hotel in Washington D.C
DC National Mall Night Tour with 10 Stops, Reserved Entry Tickets
Evening
DC National Mall Night Tour with 10 Stops, Reserved Entry Tickets
Day 06
Grand Sightseeing Tour of Washington DC
Morning
Grand Sightseeing Tour of Washington DC
Noon to Evening
At leisure. Add Activity
Fly to Chicago
Chicago
2 Nights Stay
Chicago2 Nights
Day 07
Morning
Checkout of your hotel. Board your flight to Chicago. Check-in to your new hotel in Chicago
Blue Man Group at the Briar Street Theater in Chicago
Noon
Blue Man Group at the Briar Street Theater in Chicago
Evening
At leisure. Add Activity
Day 08
Scenic Chicago North Side Tour and Chicago Style Pizza
Morning to Noon
Scenic Chicago North Side Tour and Chicago Style Pizza
Evening
At leisure. Add Activity
Day 09
Morning
At leisure. Add Activity
Noon to Evening
Take your flight back home. Hope you end up with a lot of memories and a few souvenirs too.
Add trip details
₹287,759/ person
Excluding Applicable Taxes
Your route
city
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
Inclusion card
4.7
From 8250 reviews
Verified Reviews
Photos from Travellers
Pickyourtrail's Original Reviews
Arpana Devarhubli-Profile
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-Profile
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
Tejas Kinger-Profile
Tejas Kinger
Reviewed on :19 Mar 2026
This is my honest review of my experience with PickYourTrail whose services my partner and I used to book our memorable New Zealand honeymoon. Right from helping us with understanding our personalities, our trip goals, our budgets, and timelines and building an itinerary based on all these inputs, Sivarohit was extremely helpful and proactive. Vijay from their Visa assistance team was prompt and ensured we got our visas perfectly in order and in time. Special shoutout to their support team: Chandramouli, Shreyah, Anith, Selina, Gaurav, Taniya, and Naveen who were available round the clock to help us with any queries (no matter how big or small) as well as regularly checking-in with us via the in-app chat to ensure we were doing okay. There were a few minor glitches (but overall, that's hardly a concern in the larger scheme of things). Right from the flights, to the choice of hotels, activities picked from the best quality providers, as well as the great self-drive rental cars that we got, the team did so much of the heavy-lifting for us so that we made the most out of our vacation. Can't wait for our next vacation with PYT!
Tejas Kinger-Profile
Tejas Kinger
Reviewed on :19 Mar 2026
This is my honest review of my experience with PickYourTrail whose services my partner and I used to book our memorable New Zealand honeymoon. Right from helping us with understanding our personalities, our trip goals, our budgets, and timelines and building an itinerary based on all these inputs, Sivarohit was extremely helpful and proactive. Vijay from their Visa assistance team was prompt and ensured we got our visas perfectly in order and in time. Special shoutout to their support team: Chandramouli, Shreyah, Anith, Selina, Gaurav, Taniya, and Naveen who were available round the clock to help us with any queries (no matter how big or small) as well as regularly checking-in with us via the in-app chat to ensure we were doing okay. There were a few minor glitches (but overall, that's hardly a concern in the larger scheme of things). Right from the flights, to the choice of hotels, activities picked from the best quality providers, as well as the great self-drive rental cars that we got, the team did so much of the heavy-lifting for us so that we made the most out of our vacation. Can't wait for our next vacation with PYT!
Amey Patade-Profile
Amey Patade
Reviewed on :19 Mar 2026
We went to Maldives for our honeymoon with Pick your trail. Great service, good guidance from the start, Good arrangements at the resort. Would like to visit another country with PYT .
Amey Patade-testimonial-0
Amey Patade-testimonial-1
Amey Patade-Profile
Amey Patade
Reviewed on :19 Mar 2026
We went to Maldives for our honeymoon with Pick your trail. Great service, good guidance from the start, Good arrangements at the resort. Would like to visit another country with PYT .
Amey Patade-testimonial-0
Amey Patade-testimonial-1
ARITRA GHOSH-Profile
Aritra Ghosh
Reviewed on :19 Mar 2026
Excellent experience. Very good behaviour and guidance provided by everyone!
ARITRA GHOSH-Profile
Aritra Ghosh
Reviewed on :19 Mar 2026
Excellent experience. Very good behaviour and guidance provided by everyone!
Piyush Kurkure-Profile
Piyush Kurkure
Reviewed on :18 Mar 2026
Makes travel planning effortless with personalized itineraries and seamless booking all in one place.
Piyush Kurkure-Profile
Piyush Kurkure
Reviewed on :18 Mar 2026
Makes travel planning effortless with personalized itineraries and seamless booking all in one place.
Ganesh S Sampreeth-Profile
Ganesh S Sampreeth
Reviewed on :18 Mar 2026
Everything was arranged perfectly during my vacation to Maldives by Pickyourtrail from pick up at the airport to drop at the island. Food was great, stay at the beach and over water villa was amazing. The staff were very courteous and the support team at Pickyourtrail kept checking with us if everything was good. The response from them was instant as well. In short a very well arranged holiday. The resort representative who was supposed to be available holding the placard was not there when we arrived at Maldives and we had to do a bit of searching in order to find him. If this can be fixed, it will be great. Else the experience was top notch. Keep up the good work and keep arranging such sooper hit holidays!!
Ganesh S Sampreeth-Profile
Ganesh S Sampreeth
Reviewed on :18 Mar 2026
Everything was arranged perfectly during my vacation to Maldives by Pickyourtrail from pick up at the airport to drop at the island. Food was great, stay at the beach and over water villa was amazing. The staff were very courteous and the support team at Pickyourtrail kept checking with us if everything was good. The response from them was instant as well. In short a very well arranged holiday. The resort representative who was supposed to be available holding the placard was not there when we arrived at Maldives and we had to do a bit of searching in order to find him. If this can be fixed, it will be great. Else the experience was top notch. Keep up the good work and keep arranging such sooper hit holidays!!
4.7
From 8250 reviews
Verified Reviews
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