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New York to Chicago Road Trip
6 days, New York to Chicago
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The Big Apple, Finger Lakes, a Windy City, and some waterfalls that are so famous they don’t need a nickname – welcome to the most jam-packed week-long road trip in America. Experience skyscrapers, music, and street life in two of the coolest cities in the US and breathe in the fresh air in upstate New York. We’ll even throw in Niagara Falls for good measure. You’ll stay in the heart of the cities, and camping will keep you snug in the region's wild heart. Quick and affordable – how’s that for a great deal?
6 days
New York to Chicago
Sold Out
There are no departure dates currently available for the rest of this season. Some tours only run during parts of the year.
Trip Code: NUYC
Is this tour for me?
Travel Style: 18-to-Thirtysomethings
Fast, fresh, and fun adventures that never slow down, made for young, budget-minded travellers.
Service Level: Camping
Camping most nights with some hotel/hostel stays to start and throughout; affordable public and private transport.
Physical Rating: 2 - Light
Light walking and hiking suitable for most fitness levels. Nothing too challenging.
Trip Type: Small Group
Small group experience; Max 22, avg 16.
Age requirement: 18-39
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Places visited
- United States
Itinerary
Day 1New York
Arrive at any time. Consider arriving a few days early to see more of this famous city.
Day 2New York/Newburgh
Spend the morning exploring the Big Apple before heading to Newburgh.
Meals included:
DinnerDay 3Newburgh/Finger Lakes
Enjoy a day out in nature taking in the natural beauty of the Finger Lakes region. Visit towering Taughannock Falls, cool off in the lake, or sample wine from a local winery.
Meals included:
Breakfast | Lunch | DinnerDay 4Finger Lakes/Niagara Falls
Get wet on the Maid of the Mist boat tour, and be sure to check out the falls illuminated in the evening.
Meals included:
Breakfast | Lunch | DinnerDay 5Niagara Falls/Sandusky
Travel to Sandusky and opt to catch some thrills at a local amusement park.
Meals included:
BreakfastDay 6Sandusky/Chicago
Stop for lunch in the Amish community of Shipshewana before continuing on to Chicago. Trip ends upon arrival to Chicago.
Meals included:
BreakfastWhat's Included
- Your Welcome Moment: Welcome Moment - Meet Your CEO and Group
- Entrance fees to all state parks
- Maid of the Mist boat tour (Niagara Falls)
- Amish community visit
- Self-inflating mattresses and dome tents while camping
- All transport between destinations and to/from included activities
Accommodations
Hostel (1 nt, multi-share), participation camping (4 nts).
Meals
4 breakfasts, 2 lunches, 3 dinners
Allow USD130-170 for meals not included.
Transportation
Air-conditioned private vehicle, boat, walking
Staff & experts
1 or 2 Chief Experience Officers (CEOs) throughout, depending on group size.
Departures
There are no departure dates currently available for the rest of this season. Some tours only run during parts of the year.
Please Contact Us to inquire about dates for next season, or to discuss other tour options.