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Adventure USA: City Hopping on the East Coast (5 destinations)

15 days
•
From Chicago to Miami
4.6 (109 reviews)

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Plan your adventure:
City & Culture
Immerse yourself in rich history and local traditions
Self-guided
Independent exploration, backed by expert advice and support
Low Intensity
Travelers can expect some light physical activities
Guided in German
All Ages Welcome
Image of a map showing the route of the tour

Itinerary

  1. Intro

    Introduction

  2. Day 1

    Arrival in Chicago

    Arrival in Chicago

    Optional Activities

    • Explore Chicago's skyscraper canyons and downtown area
    Landmarks
    Chicago Skyline
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  3. Day 2

    Chicago Landmarks

    Chicago Landmarks

    Included Activities

    • Visit Grant Park and Buckingham Fountain
    • See Cloud Gate sculpture in Millennium Park

    Optional Activities

    • Chicago River excursion boat tour (payable locally)
    • Hancock Tower observation deck visit for night views (payable locally)
    Landmarks
    Buckingham Fountain
    Cloud Gate
    Chicago River
    Hancock Tower
    Millennium Park
    Grant Park
  4. Day 3

    Chicago's Hip Neighborhoods

    Chicago's Hip Neighborhoods

    Optional Activities

    • Explore Wicker Park's shops, cafés and restaurants
    • Walk along The 606 elevated greenway
    • Explore Randolph Street and Fulton Market in West Loop
    • Drinks and dining in the West Loop district
    Landmarks
    Wicker Park
    The 606
    Logan Square
    Humboldt Park
    Fulton Market
    West Loop
  5. Day 4

    Arrival in New York

    Arrival in New York

    Optional Activities

    • The Edge observation deck visit with glass floor (costs extra)
    • Explore Times Square
    Landmarks
    The Edge
    Times Square
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  6. Day 5

    New York Iconic Experiences

    New York Iconic Experiences

    Included Activities

    • Sunrise walk across Brooklyn Bridge
    • Staten Island Ferry with skyline and Statue of Liberty views

    Optional Activities

    • Breakfast at Ess-a-Bagel
    • Visit 9/11 Memorial
    • Explore Greenwich Village shops and cafés
    Landmarks
    Brooklyn Bridge
    Staten Island Ferry
    Statue of Liberty
    9/11 Memorial & Museum
    Greenwich Village
  7. Day 6

    Broadway and Central Park

    Broadway and Central Park

    Optional Activities

    • Breakfast at Ellen's Stardust Diner
    • Broadway musical tickets (last-minute deals available)
    • Explore Central Park
    • Browse food trucks in Midtown Manhattan
    • View Empire State Building and Flatiron Building
    Landmarks
    Ellen's Stardust Diner
    Broadway
    Central Park
    Empire State Building
    Flatiron Building
    Midtown Manhattan
  8. Day 7

    Meatpacking District and Hidden Gems

    Meatpacking District and Hidden Gems

    Optional Activities

    • Shopping on 5th Avenue
    • Visit museums
    • Top of the Rock observation deck views
    • Explore Meatpacking District
    • Walk the High Line elevated park
    • Browse Chelsea Market for food and shopping
    Landmarks
    5th Avenue
    Top of the Rock
    Meatpacking District
    High Line
    Chelsea Market
  9. Day 8

    New York to Washington, D.C.

    New York to Washington, D.C.

    Included Activities

    • Amtrak train journey from New York to Washington, D.C. in Coach Class

    Optional Activities

    • Walk the High Line before departure
    • Explore Georgetown neighborhood
    • Dinner at Ben's Chili Bowl (optional, payable on site)
    Landmarks
    High Line
    Georgetown
    Ben's Chili Bowl
    Itinerary Image 1
  10. Day 9

    Washington, D.C. Landmarks

    Washington, D.C. Landmarks

    Included Activities

    • Capitol building and free tour
    • National Mall walking tour
    • Lincoln Memorial visit
    • Washington Monument
    • Natural History Museum
    • American History Museum
    • White House viewing
    Landmarks
    Capitol
    National Mall
    Lincoln Memorial
    Washington Monument
    Natural History Museum
    American History Museum
    White House
  11. Day 10

    Washington, D.C. to Miami

    Washington, D.C. to Miami

    Optional Activities

    • Visit Capitol before departure
    • Explore South Beach and Ocean Drive
    • Dining at Naked Taco or other restaurants
    Landmarks
    Capitol
    South Beach
    Ocean Drive
    Naked Taco
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  12. Day 11

    Little Havana and Wynwood

    Little Havana and Wynwood

    Optional Activities

    • Breakfast at Versailles Restaurant in Little Havana (at your own expense)
    • Stroll along Calle Ocho
    • Explore Wynwood street art and galleries
    • Visit Wynwood boutiques and craft beer spots
    Landmarks
    Versailles Restaurant
    Little Havana
    Calle Ocho
    Wynwood
  13. Day 12

    Miami Beach and Bayside

    Miami Beach and Bayside

    Optional Activities

    • Bayside Marketplace browsing and dining
    • Live music at Bayside Marketplace
    • Miami Beach swimming and relaxation
    • Photograph Lifeguard Towers
    Landmarks
    Bayside Marketplace
    Miami Beach
  14. Day 13

    Miami Final Exploration

    Miami Final Exploration

    Optional Activities

    • Stroll Lincoln Road
    • Explore Coconut Grove
    • Sunset at Miami Beach
    Landmarks
    Lincoln Road
    Coconut Grove
    Miami Beach
  15. Day 14

    Departure from Miami

    Departure from Miami

    Optional Activities

    • Final exploration of Miami
    • Last-minute souvenir shopping
  16. Day 15

    Arrival Home

    Arrival Home

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Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

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Feb
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Apr
May
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Jul
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Sep
Oct
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2027

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Feb
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Apr
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Jul
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2028

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