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Epic 14-Day Road Trip: New York to Florida Adventure

Viewed by 89 travelers

Day 1: Explore NYC

New York City, USA

8:00AM

Breakfast at Ess-a-Bagel

Start your New York adventure with a famous New York bagel smeared with cream cheese, prepared fresh at Ess-a-Bagel.
Walk or take the subway to your next destination.
USD12, 1 hour

9:30AM

Visit the Statue of Liberty

Take a ferry from Battery Park to see the iconic Statue of Liberty and explore Ellis Island.
Ferry ride from Battery Park.
USD22, 3 hours

1:00PM

Lunch at Katz's Delicatessen

Indulge in a legendary pastrami sandwich at Katz's, where the deli scene truly comes alive.
Take the subway back to the Lower East Side.
USD20, 1 hour

2:30PM

Walk through Central Park

Stroll through Central Park and take in the lush landscapes, perfect for a little relaxation.
Walk from Katz's Delicatessen to Central Park.
Free, 2 hours

5:00PM

Visit the Metropolitan Museum of Art

Explore world-famous art collections at the Met, one of the largest art museums in the world.
Walk to the museum from Central Park.
USD25, 2 hours

7:30PM

Dinner at The Modern

Savor exquisite modern American cuisine at this Michelin-starred restaurant located at the Museum of Modern Art.
Walk to the restaurant.
USD100, 2 hours
Find Hotels in New York City

Day 2: Cultural Immersion

New York City, USA

8:00AM

Breakfast at Jack's Wife Freda

Enjoy a hearty breakfast in this cozy eatery known for its Mediterranean-inspired dishes.
Subway to the restaurant.
USD15, 1 hour

9:30AM

Explore Times Square

Experience the bustling atmosphere of Times Square filled with bright lights and street performers.
Walk to Times Square.
Free, 1 hour

11:00AM

Visit the 9/11 Memorial & Museum

Pay your respects and learn about the events of September 11, 2001.
Walk to the memorial.
USD28, 2 hours

1:00PM

Lunch at Chelsea Market

Sample diverse food offerings at this vibrant indoor market in the Meatpacking District.
Take the subway to Chelsea Market.
USD20, 1.5 hours

3:00PM

Walk the High Line

Enjoy a leisurely walk along this elevated park offering unique views of the city and art installations.
Walk to the High Line from Chelsea Market.
Free, 1 hour

5:00PM

Broadway Show

Experience the magic of Broadway with a spectacular show, booking tickets in advance is recommended.
Take the subway back to the theater district.
USD100-200, 3 hours

9:30PM

Late Dinner at Carmine's

End your day with a comforting family-style Italian meal at Carmine's.
Walk to Carmine's.
USD60, 1.5 hours
Find Hotels in New York City

Day 3: City Art and History

Philadelphia, USA

8:00AM

Breakfast at Café L'Aube

Savor a delightful European-style breakfast with freshly baked croissants and coffee before taking a journey to Philadelphia.
Drive or take a train to Philadelphia (approx 1.5 hours).
USD15, 1 hour

10:00AM

Visit the Liberty Bell

Discover the symbol of American independence at the Liberty Bell Center.
Walk to the Independence National Historical Park.
Free, 1 hour

11:30AM

Explore Independence Hall

Tour the historic building where both the Declaration of Independence and Constitution were debated and adopted.
Located next to the Liberty Bell.
USD1, 1.5 hours

1:00PM

Lunch at Reading Terminal Market

Enjoy a variety of local and international foods in this historic marketplace.
Walk to the market.
USD20, 1.5 hours

3:00PM

Visit the Philadelphia Museum of Art

Home of the famous 'Rocky Steps', explore an impressive collection of artwork.
Take the subway or drive to the museum.
USD25, 2 hours

5:30PM

Dinner at Zahav

Indulge in modern Israeli cuisine with flavors stealing the show in this acclaimed restaurant.
Drive to Zahav from the art museum.
USD75, 2 hours

8:00PM

Night Stroll along the Schuylkill River Trail

Relax with the breezy river views on this beautiful trail plentiful with art installations.
Drive or use a rideshare to the trail.
Free, 1 hour
Find Hotels in Philadelphia

Day 4: Capital City Tour

Washington D.C., USA

8:00AM

Breakfast at Founding Farmers

Enjoy a delicious farm-to-table breakfast with hearty portions at Founding Farmers.
Drive to Washington D.C. (approx 2 hours).
USD20, 1 hour

9:30AM

Visit the National Mall

Experience the heart of D.C. with stunning memorials including the Lincoln Memorial and the Washington Monument.
Walk to various memorials.
Free, 3 hours

12:30PM

Lunch at Old Ebbitt Grill

Dine at this historic bar and grill known for its oysters and seafood dishes.
Walk to the restaurant.
USD35, 1.5 hours

2:00PM

Explore the Smithsonian Museums

Visit one or two of the free Smithsonian museums such as the National Air and Space Museum or the National Museum of American History.
Walk to the museums near the Mall.
Free, 2.5 hours

5:00PM

Dinner at The Capital Grille

Experience fine dining with an award-winning wine list at this upscale steakhouse.
Drive to the restaurant.
USD100, 2 hours

8:00PM

Capitol Building Night Tour

Take a guided night tour of the Capitol building to see its magnificent architecture lit up.
Drive or use rideshare to the Capitol.
USD20, 1.5 hours
Find Hotels in Washington D.C.

Day 5: Southern Comfort

Richmond, USA

8:00AM

Breakfast at Millie's Diner

Start your day with a delicious breakfast in this vibrant eatery celebrated for its creative dishes.
Drive to Richmond (approx 2 hours).
USD15, 1 hour

9:30AM

Visit the Virginia State Capitol

Explore the historic building designed by Thomas Jefferson, a marvel of architecture.
Drive to the State Capitol.
Free, 1.5 hours

11:00AM

Stroll through Shockoe Bottom

Enjoy the history and charm of this historic district known for its cobblestone streets.
Walk from the Capitol.
Free, 1 hour

12:30PM

Lunch at The Roosevelt

Savor Southern cuisine in this charming bistro that emphasizes locally sourced ingredients.
Walk to The Roosevelt.
USD30, 1.5 hours

2:00PM

Visit the Virginia Museum of Fine Arts

Discover a vast collection of art spanning centuries and cultures.
Drive to the museum.
Free, 2 hours

4:30PM

Dinner at Lemaire

Enjoy upscale Southern fare in a stunning setting within the Jefferson Hotel.
Drive to Lemaire.
USD65, 1.5 hours

6:30PM

Relax at Maymont Park

Unwind at this beautifully landscaped park with lovely gardens and wildlife exhibits.
Drive to Maymont Park.
Free, 2 hours
Find Hotels in Richmond

Day 6: Nature & Foodie Haven

Raleigh, USA

8:00AM

Breakfast at Big Ed's City Market

Dig into a hearty Southern breakfast with farm-fresh ingredients.
Drive to Raleigh (approx 2 hours).
USD15, 1 hour

9:30AM

Explore Pullen Park

Take a stroll or rent a paddleboat at this lovely public park—one of the oldest amusement parks in the U.S.
Drive to Pullen Park.
Free, 2 hours

11:30AM

North Carolina Museum of Natural Sciences

Explore fascinating exhibits about the natural world at this top-rated museum.
Drive to the museum.
Free, 2 hours

2:00PM

Lunch at Beasley's Chicken + Honey

Relish delicious fried chicken drizzled with honey and other Southern specialties.
Drive to Beasley's.
USD20, 1.5 hours

3:30PM

Visit William B. Umstead State Park

Enjoy hiking or cycling on one of the park's many trails amidst beautiful greenery.
Drive to Umstead State Park.
Free, 3 hours

7:00PM

Dinner at The Cowfish Sushi Burger Bar

Indulge in innovative sushi and burgers at this fun-themed restaurant.
Drive to the restaurant.
USD40, 1.5 hours
Find Hotels in Raleigh

Day 7: Southern Charm Awaits

Charleston, USA

8:00AM

Breakfast at Callie's Hot Little Biscuit

Start your day with homemade biscuits and gravy at this beloved breakfast spot.
Drive to Charleston (approx 3 hours).
USD15, 1 hour

9:30AM

Explore Historic Downtown

Wander through cobblestone streets and admire the historic architecture in this charming city.
Walk around downtown.
Free, 2 hours

12:00PM

Lunch at Husk

Treat yourself to locally-sourced and creatively prepared Southern fare at the renowned Husk.
Walk to Husk.
USD50, 1.5 hours

1:30PM

Visit the Battery and Waterfront Park

Enjoy sunny views and beautiful tree-lined paths at this scenic waterfront park.
Walk to the park.
Free, 1 hour

3:00PM

Explore the historical plantations

Visit either Boone Hall or Magnolia Plantation and Gardens to learn and explore the area's history.
Drive to the plantation.
USD25, 2.5 hours

6:00PM

Dinner at Poogan's Porch

Sample classic Southern cuisine with friendly service at this cozy restaurant.
Drive back to downtown Charleston.
USD35, 1.5 hours
Find Hotels in Charleston

Day 8: Southern Hospitality

Savannah, USA

8:00AM

Breakfast at The Collins Quarter

Relish delicious Australian-inspired breakfast and coffee before enjoying your Savannah adventure.
Drive to Savannah (approx 2 hours).
USD15, 1 hour

9:30AM

River Street Stroll

Walk along the historic River Street, browsing quaint shops and galleries with lovely river views.
Drive to River Street parking.
Free, 2 hours

11:30AM

Savannah Historic District Tour

Take a guided tour to learn about Savannah's rich history and unique architecture.
Walk to the meeting point for the tour.
USD25, 2.5 hours

2:00PM

Lunch at Mrs. Wilkes' Dining Room

Embrace communal dining and Southern comfort food in this beloved local gem.
Walk to Mrs. Wilkes'.
USD25, 1.5 hours

3:30PM

Explore Forsyth Park

Relax and take in the beauty of Forsyth Park's iconic fountain and sprawling greenery.
Walk to Forsyth Park.
Free, 1 hour

5:00PM

Dinner at The Grey

Dine in a restored Greyhound bus terminal featuring inventive Southern cuisine.
Drive to The Grey.
USD60, 1.5 hours
Find Hotels in Savannah

Day 9: Theme Park Fun

Orlando, USA

8:00AM

Breakfast at Keke's Breakfast Cafe

Kick-start your day with a hearty breakfast at this popular spot offering a variety of classics.
Drive to Orlando (approx 4 hours).
USD15, 1 hour

10:00AM

Visit Universal Studios

Spend the day enjoying thrilling rides and attractions at this iconic theme park.
Drive to Universal Studios.
USD120, 8 hours

6:00PM

Dinner at The Cowfish

Combine sushi and burgers in a fun atmosphere at The Cowfish near Universal CityWalk.
Drive to CityWalk.
USD40, 1.5 hours
Find Hotels in Orlando

Day 10: Beaches & Relaxation

Miami, USA

8:00AM

Breakfast at Big Pink

Enjoy a lavish breakfast at this trendy diner known for hearty helpings and a fun vibe.
Drive to Miami (approx 3 hours).
USD20, 1 hour

9:30AM

Relax at South Beach

Spend time enjoying the sun and sand at Miami's famous South Beach.
Drive to South Beach.
Free, 3 hours

1:00PM

Lunch at Joe's Stone Crab

Dine at this iconic seafood restaurant known for its stone crab claws.
Walk to the restaurant.
USD50, 1.5 hours

2:30PM

Explore Art Deco District

Wander the streets of the Art Deco district, admiring its historic architecture.
Walk around the neighborhood.
Free, 2 hours

5:00PM

Dinner at Yardbird Southern Table & Bar

Delight in Southern classics with a twist at this vibrant restaurant.
Drive to Yardbird.
USD50, 1.5 hours

7:30PM

Clubbing in Miami

Experience Miami's nightlife; head to a popular nightclub for a fun night out.
Use rideshare to the club.
Varies, 3 hours
Find Hotels in Miami

Day 11: Island Paradise

Key West, USA

8:00AM

Breakfast at Blue Heaven

Start your day at this laid-back spot known for its outdoor seating and delicious breakfast offerings.
Drive to Key West (approx 3.5 hours).
USD20, 1 hour

9:30AM

Visit Ernest Hemingway Home and Museum

Explore the former home of the famous author and its beautiful gardens.
Drive to the museum.
USD14, 1.5 hours

11:00AM

Snorkeling at Dry Tortugas National Park

Have an adventure snorkeling in the crystal-clear waters filled with coral reefs.
Take a ferry or charter a boat.
USD60, 4 hours

3:00PM

Lunch at Conch Republic Seafood Company

Treat yourself to delicious seafood dishes with a waterfront view.
Drive to the restaurant.
USD35, 1.5 hours

5:00PM

Relax at Bahia Honda State Park

Unwind at one of the most beautiful beaches in the area, perfect for sunset views.
Drive to Bahia Honda.
USD10, 2 hours

8:00PM

Dinner at El Meson de Pepe

Enjoy authentic Cuban cuisine in a vibrant atmosphere at this popular spot.
Drive to the restaurant.
USD40, 1.5 hours
Find Hotels in Key West

Day 12: Coastal Relaxation

Naples, USA

8:00AM

Breakfast at The Breakfast House

Indulge in delicious breakfast options at this cozy local favorite.
Drive to Naples (approx 4 hours).
USD20, 1 hour

9:30AM

Relax at Naples Pier

Take a leisurely stroll along this historic pier and enjoy the stunning gulf views.
Drive to the pier.
Free, 1.5 hours

11:30AM

Visit Naples Botanical Garden

Explore vibrant flora and various themed gardens at this beautiful botanical garden.
Drive to the garden.
USD15, 2 hours

2:00PM

Lunch at Trattoria Abruzzo

Enjoy Italian classics and delicious pastas in a charming setting.
Drive to the restaurant.
USD30, 1.5 hours

3:30PM

Explore Tin City

Browse unique shops and waterfront views at this quirky shopping complex.
Drive to Tin City.
Free, 1.5 hours

6:00PM

Dinner at the Naples Fish House

Savor fresh seafood dishes with a beachy vibe at this local spot.
Drive to the restaurant.
USD40, 1.5 hours
Find Hotels in Naples

Day 13: Vibrant City Fun

Tampa, USA

8:00AM

Breakfast at Daily Eats

Fuel your day with classic American breakfast dishes at this casual eatery.
Drive to Tampa (approx 2 hours).
USD15, 1 hour

9:30AM

Visit the Florida Aquarium

Experience marine life up close with interactive exhibits and a breathtaking underwater tunnel.
Drive to the aquarium.
USD30, 2 hours

12:00PM

Lunch at Ulele

Indulge in creative Native Floridian cuisine at this beautiful riverside restaurant.
Drive to Ulele.
USD30, 1.5 hours

2:00PM

Explore Busch Gardens Tampa Bay

Spend an exciting afternoon at this amusement park featuring thrilling rides and animal encounters.
Drive to Busch Gardens.
USD100, 5 hours

7:30PM

Dinner at Bern's Steak House

Experience one of the finest dining experiences in Florida known for its steaks and extensive wine list.
Drive to Bern's.
USD150, 3 hours
Find Hotels in Tampa

Day 14: Final Relaxation

St. Petersburg, USA

8:00AM

Breakfast at The Diner

Enjoy a classic breakfast diner experience before concluding your adventure.
Drive to St. Petersburg (approx 30 minutes).
USD15, 1 hour

9:30AM

Visit the Salvador Dali Museum

Explore an impressive collection of works by the surrealist master Salvador Dali.
Drive to the museum.
USD25, 2 hours

12:00PM

Lunch at The Hangar Restaurant & Flight Lounge

Dining with views of the bay and planes taking off near the airport adds to the experience.
Drive to the restaurant.
USD30, 1.5 hours

2:00PM

Relax at Fort De Soto Park

Enjoy the pristine beaches and beautiful landscapes at this hidden gem.
Drive to Fort De Soto.
Free, 3 hours

5:00PM

Dinner at The Mediterranean

Wrap up your adventure with a relaxing dinner at this coastal restaurant offering delicious Mediterranean fare.
Drive to the restaurant.
USD40, 2 hours
Find Hotels in St. Petersburg
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