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Big Apple to Windy City: A Journey of Icons and Delights

Monster Monster

Monster Monster

13 Jan 2024

Embark on a thrilling adventure from the bustling streets of New York to the vibrant city of Chicago. Discover iconic landmarks, immerse yourself in art and culture, and indulge in mouthwatering cuisine. Join us on this unforgettable journey!

Day 1Skyscrapers, Cathedrals, and Art
+

$282

·

$ 11

Fairfield Inn & Suites by Marriott New York Manhattan/Times Square South

Depart from your stay 🏨

13 - 16 min

~

Directions

Rockefeller Center
Famous complex that's home to TV studios, plus a seasonal ice rink & a giant Christmas tree.
8:00 AM - 10:00 AM
$80
4 - 5 min

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Directions

St. Patrick's Cathedral
Towering Neo-Gothic church from 1879 with twin spires & storied history opposite Rockefeller Center.
10:30 AM - 11:30 AM
Free
5 - 8 min

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Directions

The Museum of Modern Art
Works from van Gogh to Warhol & beyond plus a sculpture garden, 2 cafes & The Modern restaurant.
12:00 PM - 2:00 PM
$60
4 - 5 min

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Directions

Museum of Modern Art (MoMA)
2:30 PM - 4:00 PM
$72
5 - 8 min

~

Directions

Nobu Fifty Seven
As the first uptown New York location for legendary chef Nobu Matsuhisa, we opened with much anticipation in the summer of 2005.Nobu's co-owners are his longtime partners: renowned restaurateur Drew Nieporent, Oscar-winning actor Robert De Niro, and Hollywood film producer Meir Teper...
7:00 PM - 8:30 PM
$70
Day 2Serenity in Central Park and Breathtaking Views
+

$206

·

$ 17

Fairfield Inn & Suites by Marriott New York Manhattan/Times Square South

Depart from your stay 🏨

20 - 24 min

~

Directions

Central Park
Sprawling park with pedestrian paths & ballfields, plus a zoo, carousel, boat rentals & a reservoir.
8:00 AM - 11:00 AM
Free
24 - 29 min

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Directions

Top of The Rock
Observatory on top of Rockefeller Center, with an ocean-liner style design, offering city views.
11:30 AM - 1:00 PM
$80
4 - 5 min

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Directions

Beatnic - Rock Center
1:30 PM - 3:00 PM
$56
10 - 15 min

~

Directions

Nobu Fifty Seven
As the first uptown New York location for legendary chef Nobu Matsuhisa, we opened with much anticipation in the summer of 2005.Nobu's co-owners are his longtime partners: renowned restaurateur Drew Nieporent, Oscar-winning actor Robert De Niro, and Hollywood film producer Meir Teper...
7:00 PM - 8:30 PM
$70
Day 3Museums, Landmarks, and Culinary Delights
+

$284

·

$ 17

Fairfield Inn & Suites by Marriott New York Manhattan/Times Square South

Depart from your stay 🏨

21 - 26 min

~

Directions

The Metropolitan Museum of Art
A grand setting for one of the world's greatest collections of art, from ancient to contemporary.
8:00 AM - 11:00 AM
$60
24 - 29 min

~

Directions

Empire State Building
Iconic, art deco office tower from 1931 with exhibits & observatories on the 86th & 102nd floors.
11:30 AM - 1:30 PM
$104
4 - 5 min

~

Directions

Jongro BBQ
2:00 PM - 3:30 PM
$64
3 - 4 min

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Directions

Hangawi
7:00 PM - 8:30 PM
$56
Day 4Market Strolls, Elevated Parks, and Sea Adventures
+

$184

·

$ 17

Fairfield Inn & Suites by Marriott New York Manhattan/Times Square South

Depart from your stay 🏨

12 - 15 min

~

Directions

Chelsea Market
Indoor marketplace renowned for its wide range of grocers (fish, produce, etc.), shops & eateries.
8:00 AM - 9:30 AM
Free
8 - 12 min

~

Directions

The High Line
Popular park 30 feet above street level on an old rail line, with river & city views.
10:00 AM - 11:00 AM
Free
14 - 17 min

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Directions

Intrepid Sea, Air & Space Museum
Flight museum on an aircraft carrier whose exhibits include a Concorde, submarine & space shuttle.
11:30 AM - 1:30 PM
$72
10 - 15 min

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Directions

As Is NYC
Craft Beer, Draft Cocktails & Food
2:00 PM - 3:30 PM
$58
4 - 6 min

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Directions

B Side Pizza & Wine Bar
B Side Pizza & Wine Bar uses authentic Pavesi Italian wood burning oven for all of our wood fired pizzas and plates. We have a wide variety of wine and beer.
7:00 PM - 8:30 PM
$54
Day 5Bridges, Lady Liberty, and Emotional Reflections
+

$226

·

$ 22

Fairfield Inn & Suites by Marriott New York Manhattan/Times Square South

Depart from your stay 🏨

25 - 30 min

~

Directions

Brooklyn Bridge
Beloved, circa-1883 landmark connecting Manhattan & Brooklyn via a unique stone-&-steel design.
8:00 AM - 9:00 AM
Free
30 - 36 min

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Directions

Statue of Liberty
Iconic National Monument opened in 1886, offering guided tours & a museum, plus harbor & city views.
9:30 AM - 11:30 AM
$50
35 - 42 min

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Directions

Pisillo Italian Cafe
12:00 PM - 1:30 PM
$58
6 - 9 min

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Directions

9/11 Memorial & Museum
Plaza, pools & exhibits honoring victims of 1993 & 2001 WTC terrorist attacks. Free timed admission.
1:30 PM - 4:30 PM
$66
8 - 12 min

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Directions

Takahachi
7:00 PM - 8:30 PM
$52
Day 6Sports Excitement and Times Square Thrills
+

$176

·

$ 6

Fairfield Inn & Suites by Marriott New York Manhattan/Times Square South

Depart from your stay 🏨

7 - 10 min

~

Directions

Madison Square Garden
Billed as the "world's most famous arena", this icon hosts pro sports, concerts & other big events.
8:00 AM - 10:00 AM
$70
10 - 12 min

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Directions

Times Square
Bustling destination in the heart of the Theater District known for bright lights, shopping & shows.
10:30 AM - 1:30 PM
Free
4 - 6 min

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Directions

P.S. Kitchen
Richly artisanal food that engages all of your senses with vibrant color and fresh flavor. Our team have crafted a menu that needs to be tasted to be believed.
2:00 PM - 3:30 PM
$52
11 - 16 min

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Directions

by CHLOE. - Fashion District
100% plant-based fast casual restaurant
7:00 PM - 8:30 PM
$54

Budget breakdown: $2293 In total

Activities & Food:$2160
Transport:$133
Day 1Skyscrapers, Cathedrals, and Art
+

$128

·

$ 15

Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

Depart from your stay 🏨

13 - 16 min

~

Directions

Navy Pier
Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.
8:00 AM - 10:00 AM
Free
10 - 12 min

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Directions

Cloud Gate
Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.
10:30 AM - 11:30 AM
Free
4 - 6 min

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Directions

The Gage
We invite you to savor our delicious, upscale comfort food, fine wines, boutique beers and whiskeys while enjoying the relaxing ambience of our vintage decor.
1:00 PM - 2:30 PM
$72
5 - 8 min

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Directions

Wildberry Pancakes & Cafe
2:00 PM - 3:30 PM
$56
Day 2Serenity in Central Park and Breathtaking Views
+

$190

·

$ 10

Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

Depart from your stay 🏨

15 - 18 min

~

Directions

The Art Institute of Chicago
Renowned art museum holding nearly 300,000 works from all over the world, spanning many centuries.
8:00 AM - 11:00 AM
$64
5 - 8 min

~

Directions

Millennium Park
24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
11:30 AM - 1:30 PM
Free
5 - 8 min

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Directions

Wildberry Pancakes & Cafe
2:00 PM - 3:30 PM
$56
2 - 3 min

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Directions

Giordano's
Famous Chicago-style deep dish pizza right in your neighborhood. Visit us for a family-friendly atmosphere and delicious food or order your meal online for pickup or delivery.
7:00 PM - 8:30 PM
$70
Day 3Museums, Landmarks, and Culinary Delights
+

$484

·

$ 20

Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

Depart from your stay 🏨

19 - 23 min

~

Directions

Shedd Aquarium
State-of-the-art indoor aquarium, famous for its variety of habitats & views of Lake Michigan.
8:00 AM - 11:00 AM
$100
18 - 22 min

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Directions

Wrigley Field
Ivy-clad walls & manual scoreboard add retro charm to the 2nd oldest baseball stadium in the majors.
11:30 AM - 2:30 PM
$264
6 - 9 min

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Directions

PR Italian Bistro
Award Winning, Italian-inspired Global Cuisine. Chef Owned. Named one of Chicago's Best Bistros -CBS Chicago
3:00 PM - 4:30 PM
$64
5 - 6 min

~

Directions

The Chicago Diner, Lakeview
7:00 PM - 8:30 PM
$56

Budget breakdown: $2293 In total

Activities & Food:$2160
Transport:$133