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Eastern United States in 88 days: the grand loop from New York

Eighty-eight days in a loop from New York: New England and the Great Lakes, Chicago and the South, Florida and its parks, the historic Southeast, the political cradle of the country, then New York to finish.

Sequenced by Kylian Updated on 6 September 2026

The Brooklyn Bridge and the Manhattan skyline after dark
  • 88 days
  • 205 places
  • 87 nights
  • sustained pace
Start
New York (JFK airport)
End
New York (JFK airport)
Main transport
Two rental cars, one domestic flight, and eight days of subway in New York
Recommended season
Departure in early May or early September: May keeps everything open and reaches Florida before the summer storms; September gives the Appalachian colours at the end of the route, against a Florida still exposed to hurricanes in October; a June departure puts the southern half of the circuit in July-August, to be avoided

What you get

  • The complete itinerary: 88 days sequenced Morning / Afternoon / Evening / Hotel
  • The card of every hotel, with the address and a direct booking link
  • Quota tickets, fixed-date tickets and surcharges flagged in advance
  • The country quick guide: weather, transport, formalities, budget
  • A PDF file of 142 pages

What the price does not include

  • Flights
  • Hotel nights
  • Tickets and admission fees
  • Travel insurance
  • On-the-ground assistance during your trip

The travel book preview

The free day in full, with its hotel card. This is the sample.

Day 55

St. Augustine, Spanish America

Morning

Castillo de San Marcos and St. George Street

After 2 h of driving, the oldest city of European origin in the United States, founded by the Spanish in 1565. The Castillo de San Marcos (1672) is the oldest masonry fortress in the country: its walls of coquina, a limestone made of shells, absorbed cannonballs instead of cracking, which made it impregnable. Around it, St. George Street unrolls its pedestrian colonial houses.

Afternoon

Lightner Museum, Flagler College, cathedral basilica and Fort Matanzas

The magnate Henry Flagler built two grand hotels here in 1888: the Alcazar, now the Lightner Museum with its Gilded Age decorative art collections, and the Ponce de Leon, today Flagler College, whose dining hall holds 79 Tiffany stained glass windows. The Cathedral Basilica of St. Augustine is home to the oldest Catholic parish in the country (1565). To the south, little Fort Matanzas is reached by a free ferry.

Evening

The historic San Marco district

An evening walk along San Marco Avenue and Matanzas Bay, under the street lamps and the oaks draped in Spanish moss.

Good to know

The Castillo de San Marcos charges admission ($15, valid 7 days) and is free for under-16s; cannon firing demonstrations at the weekend. Parking in the historic district is scarce: use the Historic Downtown Parking Facility. The hop-on hop-off tourist trolley saves taking the car out again.

Hotel · Night 55

Casa Monica Resort & Spa

A Moorish-style grand hotel of 1888, a member of the Autograph Collection: crenellated towers, patios and wrought-iron chandeliers, right in the historic district facing the Lightner Museum.

Address
· 95 Cordova Street, St. Augustine, FL 32084
Check-in
4:00 PM · Check-out 11:00 AM
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€119 incl. tax · 88 days

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The day-by-day rundown

86 stops, 8,420 km as the crow flies

Days 1–17 New England and the Great Lakes · 17 days
  1. Day 1 Arrival in New York and jet ski in the bay Arrival in New York Day reserved for buyers, unlocked in the PDF
  2. Day 2 New Haven and the Yale campus New York Botanical Garden Day reserved for buyers, unlocked in the PDF
  3. Day 3 Newport, the Gilded Age mansions The Breakers, Marble House and Rosecliff Day reserved for buyers, unlocked in the PDF
  4. Day 4 Revolutionary Boston Freedom Trail and Black Heritage Trail Day reserved for buyers, unlocked in the PDF
  5. Day 5 The museums of Boston Museum of Fine Arts, Boston Day reserved for buyers, unlocked in the PDF
  6. Day 6 Beacon Hill and the harbour islands Beacon Hill, Acorn Street and Louisburg Square Day reserved for buyers, unlocked in the PDF
  7. Day 7 From Boston to Acadia National Park New England Aquarium Day reserved for buyers, unlocked in the PDF
  8. Day 8 Acadia, the Park Loop Road Park Loop Road Day reserved for buyers, unlocked in the PDF
  9. Day 9 Sunrise on Cadillac, then on to the White Mountains Cadillac Mountain at sunrise Day reserved for buyers, unlocked in the PDF
  10. Day 10 Mount Washington and Mount Moosilauke Mount Washington by Tuckerman Ravine and Lion Head Day reserved for buyers, unlocked in the PDF
  11. Day 11 Franconia Ridge, then Albany Mount Lafayette and Franconia Ridge Trail Loop Day reserved for buyers, unlocked in the PDF
  12. Day 12 Buffalo, from the Erie Canal to Roosevelt The road to Buffalo Day reserved for buyers, unlocked in the PDF
  13. Day 13 Frank Lloyd Wright and Niagara Falls Darwin D. Martin House, Delaware Park and Pierce-Arrow Museum Day reserved for buyers, unlocked in the PDF
  14. Day 14 Niagara on the Canadian side Journey Behind the Falls and Skylon Tower Day reserved for buyers, unlocked in the PDF
  15. Day 15 Whirlpool, then Cleveland and rock Whirlpool Aero Car and Niagara Glen Day reserved for buyers, unlocked in the PDF
  16. Day 16 Cuyahoga Valley Cuyahoga Valley Day reserved for buyers, unlocked in the PDF
  17. Day 17 Cedar Point, the roller coaster capital Cedar Point with Fast Lane Plus Day reserved for buyers, unlocked in the PDF
Days 18–35 Chicago, the Midwest and the South · 18 days
  1. Day 18 Arrival in Chicago along Lake Michigan The road from Sandusky to Chicago Day reserved for buyers, unlocked in the PDF
  2. Day 19 Millennium Park, the Art Institute and Winnetka Millennium Park, Cloud Gate and Crown Fountain Day reserved for buyers, unlocked in the PDF
  3. Day 20 Lincoln Park, from the zoo to the lake Lincoln Park and Lincoln Park Zoo Day reserved for buyers, unlocked in the PDF
  4. Day 21 Grant Park and the historic Loop Grant Park, Buckingham Fountain and the historic grand hotels Day reserved for buyers, unlocked in the PDF
  5. Day 22 From the Garfield Park glasshouses to 360 Chicago Garfield Park Conservatory, Chicago Theatre and Hamburger University Day reserved for buyers, unlocked in the PDF
  6. Day 23 The Shedd Aquarium, then on to Indianapolis John G. Shedd Aquarium Day reserved for buyers, unlocked in the PDF
  7. Day 24 Indianapolis, the temple of speed Indianapolis Motor Speedway Museum and track lap Day reserved for buyers, unlocked in the PDF
  8. Day 25 Monument Circle, then the US Air Force in Dayton Soldiers' and Sailors' Monument and Monument Circle Day reserved for buyers, unlocked in the PDF
  9. Day 26 Louisville: the Derby, Ali and the Slugger Kentucky Derby Museum Day reserved for buyers, unlocked in the PDF
  10. Day 27 Louisville, from the river to Old Louisville Frazier History Museum and Big Four Bridge Day reserved for buyers, unlocked in the PDF
  11. Day 28 Mammoth Cave, underground and on the water Historic Tour of Mammoth Cave Day reserved for buyers, unlocked in the PDF
  12. Day 29 Hiking the ridges of Mammoth Cave First Creek, McCoy Hollow and Wet Prong Loop Day reserved for buyers, unlocked in the PDF
  13. Day 30 Nashville, Music City Country Music Hall of Fame and Museum Day reserved for buyers, unlocked in the PDF
  14. Day 31 The Parthenon and the Hermitage Parthenon and Centennial Park Day reserved for buyers, unlocked in the PDF
  15. Day 32 The long run south to New Orleans The road from Nashville to New Orleans Day reserved for buyers, unlocked in the PDF
  16. Day 33 The French Quarter Café du Monde, Jackson Square and St Louis Cathedral Day reserved for buyers, unlocked in the PDF
  17. Day 34 The Second World War, the Garden District and the Mississippi National WWII Museum Day reserved for buyers, unlocked in the PDF
  18. Day 35 Bayous, City Park and Bourbon Street Airboat trip in the bayous Day reserved for buyers, unlocked in the PDF
Days 36–54 Florida · 19 days
  1. Day 36 Flight to Florida and Clearwater Beach Flight to Florida and Clearwater Beach Day reserved for buyers, unlocked in the PDF
  2. Day 37 Busch Gardens and Ybor City Busch Gardens Tampa Bay Day reserved for buyers, unlocked in the PDF
  3. Day 38 Crossing to Miami and South Beach The road from Tampa to Miami Day reserved for buyers, unlocked in the PDF
  4. Day 39 Miami Beach, from Art Deco to jet ski Art Deco Welcome Center, Wolfsonian, Lincoln Road, Holocaust Memorial and botanical garden Day reserved for buyers, unlocked in the PDF
  5. Day 40 Key Biscayne and the museums of the bay Crandon Park and Bill Baggs Cape Florida State Park Day reserved for buyers, unlocked in the PDF
  6. Day 41 Little Havana and the walls of Wynwood Little Havana, Calle Ocho, Domino Park and the Tower Theater Day reserved for buyers, unlocked in the PDF
  7. Day 42 Vizcaya, tropical gardens and Coral Gables Vizcaya Museum and Gardens and The Kampong Day reserved for buyers, unlocked in the PDF
  8. Day 43 The Everglades by bike and by airboat Shark Valley: 24 km by bike, observation tower and airboat Day reserved for buyers, unlocked in the PDF
  9. Day 44 The Overseas Highway to Key West John Pennekamp Coral Reef State Park and Islamorada Day reserved for buyers, unlocked in the PDF
  10. Day 45 Key West, from Hemingway to Truman Hemingway's house, Southernmost Point, lighthouse and Fort Zachary Taylor Day reserved for buyers, unlocked in the PDF
  11. Day 46 On to Orlando and Disney's Animal Kingdom The road from Miami to Orlando, then Animal Kingdom Day reserved for buyers, unlocked in the PDF
  12. Day 47 Magic Kingdom Magic Kingdom Day reserved for buyers, unlocked in the PDF
  13. Day 48 EPCOT EPCOT Day reserved for buyers, unlocked in the PDF
  14. Day 49 Disney's Hollywood Studios Disney's Hollywood Studios Day reserved for buyers, unlocked in the PDF
  15. Day 50 Universal Volcano Bay Volcano Bay Day reserved for buyers, unlocked in the PDF
  16. Day 51 Universal Studios Florida Universal Studios Florida Day reserved for buyers, unlocked in the PDF
  17. Day 52 Universal Islands of Adventure Islands of Adventure Day reserved for buyers, unlocked in the PDF
  18. Day 53 Universal Epic Universe Epic Universe Day reserved for buyers, unlocked in the PDF
  19. Day 54 Kennedy Space Center Kennedy Space Center Visitor Complex Day reserved for buyers, unlocked in the PDF
Days 55–63 Historic Southeast · 9 days
  1. Day 55 St. Augustine, Spanish America Castillo de San Marcos and St. George Street Free
  2. Day 56 Jacksonville and the road to Savannah Cummer Museum of Art & Gardens and Riverside-Avondale Day reserved for buyers, unlocked in the PDF
  3. Day 57 Savannah, the city of twenty-two squares Savannah Historic District, cathedral and Mercer-Williams House Day reserved for buyers, unlocked in the PDF
  4. Day 58 Bonaventure, Wormsloe and Tybee Island Bonaventure Cemetery and Wormsloe Historic Site Day reserved for buyers, unlocked in the PDF
  5. Day 59 Charleston and the gardens of Magnolia Nathaniel Russell House, Broad Street and Rainbow Row Day reserved for buyers, unlocked in the PDF
  6. Day 60 Fort Sumter and old Charleston Fort Sumter and Patriots Point Naval & Maritime Museum Day reserved for buyers, unlocked in the PDF
  7. Day 61 On to the Great Smoky Mountains The road from Charleston to Great Smoky Mountains National Park Day reserved for buyers, unlocked in the PDF
  8. Day 62 Lumber Ridge and Middle Prong Lumber Ridge to Middle Prong Loop Day reserved for buyers, unlocked in the PDF
  9. Day 63 The Biltmore Estate, then Raleigh Biltmore Estate, house and gardens Day reserved for buyers, unlocked in the PDF
Days 64–79 Virginia, Washington and Philadelphia · 16 days
  1. Day 64 Norfolk, the naval port The road from Raleigh to Norfolk Day reserved for buyers, unlocked in the PDF
  2. Day 65 Glass, gardens and Virginia Beach Chrysler Museum of Art, Glass Studio and Norfolk Botanical Garden Day reserved for buyers, unlocked in the PDF
  3. Day 66 The historic triangle of Virginia Colonial Williamsburg Day reserved for buyers, unlocked in the PDF
  4. Day 67 Jefferson's Charlottesville Monticello, Highland and Michie Tavern Day reserved for buyers, unlocked in the PDF
  5. Day 68 Shenandoah, then Washington Shenandoah National Park and Skyline Drive Day reserved for buyers, unlocked in the PDF
  6. Day 69 The National Mall and its memorials Lincoln Memorial, Vietnam, Korea, Martin Luther King and WWII Day reserved for buyers, unlocked in the PDF
  7. Day 70 Space and the legislative power National Air and Space Museum and National Museum of the American Indian Day reserved for buyers, unlocked in the PDF
  8. Day 71 Smithsonian, Archives and the White House American history, natural history and the National Archives Day reserved for buyers, unlocked in the PDF
  9. Day 72 Arlington and Georgetown Arlington cemetery, memorials to the Marines, the Air Force and the Pentagon Day reserved for buyers, unlocked in the PDF
  10. Day 73 Cathedral, zoo and U Street National Cathedral and National Zoo Day reserved for buyers, unlocked in the PDF
  11. Day 74 Baltimore, the Inner Harbor Inner Harbor and Historic Ships of Baltimore Day reserved for buyers, unlocked in the PDF
  12. Day 75 Art, rail and Edgar Allan Poe The Walters Art Museum and the Mount Vernon Washington Monument Day reserved for buyers, unlocked in the PDF
  13. Day 76 Philadelphia, cradle of Independence Elfreth's Alley, Betsy Ross House and Christ Church Day reserved for buyers, unlocked in the PDF
  14. Day 77 The Rocky steps and Cherry Hill prison Philadelphia Museum of Art, Rocky Steps and Barnes Foundation Day reserved for buyers, unlocked in the PDF
  15. Day 78 Franklin, Reading Terminal and Valley Forge The Franklin Institute, Franklin Court and Reading Terminal Market Day reserved for buyers, unlocked in the PDF
  16. Day 79 Six Flags Great Adventure Six Flags Great Adventure with a fast pass Day reserved for buyers, unlocked in the PDF
Days 80–88 New York · 9 days
  1. Day 80 Downtown, from 9/11 to Wall Street One World Observatory, 9/11 memorial and museum Day reserved for buyers, unlocked in the PDF
  2. Day 81 Liberty, Ellis Island and New Jersey Statue of Liberty, crown access, and Ellis Island Day reserved for buyers, unlocked in the PDF
  3. Day 82 Brooklyn Bridge and the immigrant quarters South Street Seaport, Brooklyn Bridge, Chinatown and Little Italy Day reserved for buyers, unlocked in the PDF
  4. Day 83 Greenwich Village and the High Line Greenwich Village, Stonewall Inn, Meatpacking and the Whitney Museum Day reserved for buyers, unlocked in the PDF
  5. Day 84 Midtown, skyscrapers and Broadway Union Square, Flatiron, Empire State Building and Bryant Park Day reserved for buyers, unlocked in the PDF
  6. Day 85 Upper West Side and Central Park American Museum of Natural History and Lincoln Center Day reserved for buyers, unlocked in the PDF
  7. Day 86 Museum Mile and Harlem Metropolitan Museum of Art and Guggenheim Day reserved for buyers, unlocked in the PDF
  8. Day 87 Brooklyn, from DUMBO to Coney Island DUMBO, Brooklyn Heights Promenade, Brooklyn Museum and Botanic Garden Day reserved for buyers, unlocked in the PDF
  9. Day 88 Back to France Back to France Day reserved for buyers, unlocked in the PDF

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Country quick guide and logistics

The essentials of the country, scannable in ten seconds.

Weather and when to go

  • The route crosses fourteen degrees of latitude: no season is perfect everywhere, and the departure date decides which climate falls on which stage.
  • May and June are the best compromise: everything is open, the heat stays bearable from Maine to Louisiana, and the crowds only arrive after the 4th of July.
  • July and August are to be avoided if the calendar allows: heavy heat and humidity from Virginia to the Gulf, daily storms in Florida, saturated parks and rates at their highest.
  • September and October give the autumn colours of the White Mountains and the Appalachians, but it is the peak of the hurricane season on the Gulf and the peninsula.

Transport and permits

  • Two one-way rentals: New York to New Orleans (days 1 to 35, about 5,000 km), then Tampa to New York (days 36 to 80, about 6,000 km).
  • A domestic flight links New Orleans to Tampa on day 36, between the two rentals.
  • The crossing into Canada at Niagara must be declared to the rental company, which issues the authorisation to leave the country and the insurance card.
  • Many motorways in the East use electronic tolling with no booth: the transponder option avoids an administration fee for every crossing. Hotel parking runs $25 to $70 a night in Chicago, Washington and Philadelphia.
  • The last eight days are done entirely by subway: the car is returned on arrival in New York, on day 80.

Formalities and safety

  • A valid biometric passport and a current ESTA. The trip comes to 88 days, the Canadian days included: the 90-day limit is close, and any flight delay puts it under strain.
  • Six months ahead: the crown of the Statue of Liberty, a very small daily quota, and the interior tour of the White House, to be requested through the French embassy, with no guarantee.
  • Three months ahead: the two rentals, the domestic flight, the Disney and Universal tickets, the guided tours of Mammoth Cave and the Kennedy Space Center.
  • One month ahead: Independence Hall and the Washington Monument on Recreation.gov, the Capitol tour, the Library of Congress pass, the Tenement Museum and Monticello in high season.

Budget and meals

  • The annual America the Beautiful pass at $80, valid for the vehicle and its occupants: it pays for itself from the third park, and is bought at Acadia on day 12.
  • The pass covers neither the Statue of Liberty ferry, nor Monticello, nor Colonial Williamsburg, run by private operators or foundations.
  • Meals: $15 to $25 at lunchtime, $25 to $50 in the evening depending on the city, plus tax and an 18 to 20% tip. New York is the most expensive city of the route.
  • The Orlando park tickets are the biggest item of the trip after accommodation.

Frequently asked questions

What exactly do I receive?

Your Étaperia itinerary, available immediately in your customer account after payment: readable online with clickable booking links, and downloadable as a PDF for the trip. Every day is sequenced Morning / Afternoon / Evening, with the hotel for each night, its address and its booking link, and timed-entry tickets flagged in advance.

How is this better than what an AI gives me?

A generative AI composes a plausible list in seconds, without saying what was checked or when. At Étaperia, every itinerary is sequenced by hand, place by place, with the booking constraints spotted before it is too late to get them. The Method page says what is checked, against which source and on what date.

Can I adapt it to my dates and my pace?

Yes. The days are self-contained blocks: you can shift the departure, stretch a stage or skip a day without breaking what follows. Only timed-entry tickets require adjusting the dates accordingly, and they are all flagged.

What if a hotel or a place in the itinerary has closed?

Email contact@etaperia.com within 12 months of your purchase. If a hotel in the itinerary is closed or can no longer be found, or a place to visit has closed permanently, the itinerary is corrected in your customer account within 7 days, or you are refunded in full. A hotel fully booked on your dates, a seasonal closure or a change in opening hours or prices is not covered. This guarantee comes on top of the legal warranty of conformity; details in article 12 of the terms and conditions of sale.

Who is selling you this itinerary

  • Kylian, sole trader, SIRET 927 587 709 00035
  • Consumer mediator: ANM Consommation
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  • Publisher, not a travel agency: you book flights, hotels and tickets yourself

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