14-Day Family Friendly Adventure: Florida to New York, Washington D.C. to Boston

Day 1: Theme Park Fun

Orlando, Florida

8:00 AM

Breakfast at Keke's Breakfast Cafe

Start your day with a tasty breakfast at Keke's, where delicious pancakes and omelets set the tone for a fun-filled day.
Head to the theme park directly after breakfast.
USD20, 1 hour

10:00 AM

Explore Walt Disney World

Spend the day at Walt Disney World, enjoying the thrilling rides and magical experiences available across multiple parks.
Use Disney's transport shuttles for easier access between parks.
USD150 per person, 8 hours

6:00 PM

Dinner at Homecomin' Kitchen

Unwind with a family dinner at Homecomin', savoring Southern comfort food with a twist.
Drive or use a taxi to return to Disney Springs for dinner.
USD100, 1.5 hours
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Day 2: Aquatic Adventures

Orlando, Florida

8:00 AM

Breakfast at IHOP

Fuel up with a hearty breakfast at IHOP, famous for its wide selection of pancakes.
Travel to Typhoon Lagoon after breakfast.
USD30, 1 hour

10:00 AM

Typhoon Lagoon Water Park

Splash around and enjoy a day of water rides and wave pools at Typhoon Lagoon.
Walk around the park as everything is conveniently located.
USD70 per person, 6 hours

5:00 PM

Dinner at The Cowfish

Delight in a unique blend of burgers and sushi at The Cowfish for dinner.
Take a short 15-minute drive to Universal CityWalk.
USD80, 1.5 hours
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Day 3: Historic Exploration

Washington D.C.

9:00 AM

Breakfast at Founding Farmers

Begin your day with a hearty breakfast at Founding Farmers, known for its farm-to-table approach.
Walk three blocks to the National Mall after breakfast.
USD60, 1 hour

10:30 AM

Visit the Smithsonian Museums

Explore the fascinating exhibits at various Smithsonian Museums along the National Mall.
Easily walk between museums as they are all located close by.
FREE, 4 hours

3:00 PM

Tour the Capitol Building

Take a guided tour of the historic U.S. Capitol Building, exploring its iconic architecture.
Walk 10 minutes to the Capitol from the Smithsonian.
FREE with prior reservation, 2 hours

6:00 PM

Dinner at The Capital Grille

Savor a fine dinner at The Capital Grille, known for its dry-aged steaks and seafood.
Take a short taxi ride to the restaurant.
USD120, 2 hours
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Day 4: Monuments and Memorials

Washington D.C.

8:00 AM

Breakfast at The Diner

Enjoy classic diner breakfast favorites at The Diner in Adam's Morgan.
Drive to the National Mall afterward.
USD50, 1 hour

9:30 AM

Visit Lincoln Memorial and Vietnam Memorial

Stop by the Lincoln Memorial and Vietnam Veterans Memorial to reflect on American history.
Stroll to these monuments in the National Mall area.
FREE, 2 hours

12:00 PM

Lunch at District Taco

Savor delicious and fresh tacos at District Taco for lunch!
Return to your vehicle to drive to lunch.
USD40, 1 hour

1:30 PM

Visit the National Zoo

Enjoy an afternoon at the National Zoo observing animals from around the world.
Drive to the National Zoo, which is around 15 minutes away.
FREE, 3 hours

5:00 PM

Dinner at Old Ebbitt Grill

End your day with classic American cuisine at the historic Old Ebbitt Grill.
Drive to the restaurant located near the White House.
USD100, 2 hours
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Day 5: Big City Vibes

New York City, New York

8:00 AM

Breakfast at Bagelsmith

Start your NYC adventure with authentic New York bagels from Bagelsmith.
Head toward Times Square after breakfast.
USD30, 1 hour

10:00 AM

Visit Times Square

Wander through the bright lights of Times Square, taking in the atmosphere.
Walk to nearby attractions like M&M World.
FREE, 2 hours

12:00 PM

Lunch at Junior's

Taste the famous cheesecake and classic diner food at Junior's in Times Square.
Short walk from Times Square.
USD70, 1.5 hours

2:00 PM

Explore Central Park

Enjoy a leisurely stroll in Central Park, providing a peaceful escape in the city.
Take a subway train to Central Park.
USD5, 3 hours

6:00 PM

Dinner at The Smith

Delight in modern American dishes at The Smith, perfect for the family.
Walk back toward Times Square after the park visit.
USD100, 2 hours
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Day 6: Cultural Immersion

New York City, New York

9:00 AM

Breakfast at Café Lalo

Indulge in a delightful breakfast at Café Lalo, a favorite spot for its pastries.
Take a subway downtown to the Museum of Natural History.
USD50, 1 hour

10:00 AM

Visit the American Museum of Natural History

Spend the morning exploring the fascinating exhibits at the Museum of Natural History.
Easy walk around the museum as everything is well signposted.
USD40 per person, 3 hours

1:00 PM

Lunch at Shake Shack

Grab delicious burgers and fries at Shake Shack for a quick and tasty lunch.
Walk to the Shack located near the museum.
USD50, 1 hour

3:00 PM

Walk the High Line

Enjoy a scenic walk along the elevated High Line park, with unique views of the city.
Walk or take a subway to the start of the High Line.
FREE, 2 hours

6:00 PM

Dinner at Eataly

Round off your day with delicious Italian cuisine at Eataly, indulgent and vibrant.
Easy walk from the High Line.
USD120, 2 hours
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Day 7: History and Education

Boston, Massachusetts

9:00 AM

Breakfast at Tatte Bakery

Start your day with delicious breakfast pastries at Tatte Bakery, a Boston favorite.
Head towards the Freedom Trail after breakfast.
USD50, 1 hour

10:00 AM

Walk the Freedom Trail

Embark on the Freedom Trail, visiting key historical sites in Boston.
Begin at Boston Common and follow the red brick path.
FREE, 3 hours

1:00 PM

Lunch at Cheers

Savor a casual lunch at Cheers, the iconic bar and restaurant.
Short walk from the Freedom Trail.
USD70, 1 hour

2:30 PM

Visit Boston Tea Party Ships and Museum

Learn about the Boston Tea Party and its significance through interactive exhibits.
Walk to the museum along the waterfront.
USD40 per person, 2 hours

5:00 PM

Dinner at Union Oyster House

End your day at the historic Union Oyster House, serving delicious seafood.
Take a short walk back toward downtown.
USD100, 2 hours
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Day 8: Science and Learning

Boston, Massachusetts

8:30 AM

Breakfast at Flour Bakery

Enjoy a delightful breakfast at Flour, famous for its sticky buns and pastries.
Drive to the Boston Museum of Science afterward.
USD40, 1 hour

10:00 AM

Visit the Boston Museum of Science

Spend the day exploring the interactive exhibits at the Museum of Science.
Walk to the various accessible exhibits from the main entrance.
USD30 per person, 4 hours

2:00 PM

Lunch at The Capital Grill

Revel in delicious American fare for lunch at The Capital Grill.
Drive back towards downtown for lunch.
USD120, 1.5 hours

3:30 PM

Explore the Boston Public Garden

Relax with a stroll through the beautiful Boston Public Garden.
Drive to the garden location, just a few minutes away.
FREE, 2 hours

6:00 PM

Dinner at Legal Sea Foods

Dine out at Legal Sea Foods for an authentic seafood experience.
Short drive from the Public Garden.
USD100, 2 hours
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Day 9: A Day of Leisure

Orlando, Florida

9:00 AM

Breakfast at Denny's

Enjoy a classic American breakfast at Denny's as you return to Orlando.
No specific navigation needed; it's a popular chain.
USD40, 1 hour

10:30 AM

Relax by the pool

Take time to relax and recharge at the hotel pool, soaking up the sun.
Head back to your hotel for pool time.
FREE with hotel stay, 3 hours

1:30 PM

Lunch at Miller's Ale House

Indulge in a casual lunch with a varied menu at Miller's Ale House.
Short drive to the ale house.
USD80, 1.5 hours

3:00 PM

Explore Disney Springs

Enjoy shopping and entertainment at Disney Springs, perfect for a leisurely afternoon.
Drive to Disney Springs, just 20 minutes away.
FREE to explore, 3 hours

6:00 PM

Dinner at Planet Hollywood

Complete your day with dinner at Planet Hollywood, surrounded by movie memorabilia.
Stay in Disney Springs for dinner.
USD100, 2 hours
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Day 10: Family Fun Day

Orlando, Florida

8:00 AM

Breakfast at Golden Corral

Start your day with a hearty breakfast buffet at Golden Corral.
Travel to your day destination after breakfast.
USD30, 1 hour

10:00 AM

Visit Universal Studios

Dive into exhilarating experiences at Universal Studios for a thrilling family day.
Drive to Universal Studios, which is close by.
USD125 per person, 8 hours

6:00 PM

Dinner at Hard Rock Café

Savor a rock-inspired dinner at the Hard Rock Café, perfect for music lovers.
Walk to the Hard Rock Café located within the park.
USD100, 2 hours
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Day 11: Transition to NYC

New York City, New York

8:00 AM

Breakfast at The Blue Box Café

Start off your day with breakfast at the charming Blue Box Café in Tiffany & Co.
Proceed to the airport for your flight to NYC.
USD80, 1.5 hours

11:00 AM

Arrival in New York City

Check into your hotel and settle in after your flight.
Use airport transfer services to your hotel.
USD60, 1.5 hours

1:00 PM

Lunch at The Halal Guys

Taste a famous street food delicacy at The Halal Guys with delectable platters.
Take a quick subway or a cab.
USD40, 1 hour

2:30 PM

Visit the Empire State Building

Ascend the Empire State Building for breathtaking views of NYC from the observation deck.
Walk to the Empire State Building from lunch.
USD50 per person, 2 hours

5:00 PM

Dinner at Carmine's

Enjoy family-style Italian dining at Carmine's, perfect for sharing.
Short walk from the Empire State Building.
USD120, 2 hours
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Day 12: Exploring NYC

New York City, New York

8:00 AM

Breakfast at Balthazar

Treat yourself to a French-inspired breakfast at Balthazar, a NYC classic.
Take a walk to Soho for your day of exploring.
USD70, 1.5 hours

10:00 AM

Shop and Explore Soho

Spend the morning exploring stores and galleries in the trendy Soho district.
Easily walk in the Soho area.
FREE to browse, 2 hours

12:30 PM

Lunch at The Meatball Shop

Enjoy a fun, casual lunch featuring delicious meatballs at The Meatball Shop.
Walk from Soho to the restaurant nearby.
USD50, 1 hour

2:00 PM

Visit the Statue of Liberty

Take a ferry to visit the iconic Statue of Liberty and Ellis Island.
Subway to Battery Park for the ferry terminal.
USD30 per person, 4 hours

6:00 PM

Dinner at The Olive Garden

End your day with a family-friendly Italian dinner at The Olive Garden.
Take a taxi back toward Times Square.
USD100, 2 hours
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Day 13: Wrap Up in D.C.

Washington D.C.

8:00 AM

Breakfast at Good Stuff Eatery

Start off with a delicious breakfast at Good Stuff Eatery featuring burgers and fresh ingredients.
Drive to Washington D.C. after breakfast.
USD50, 1 hour

9:30 AM

Visit the National Air and Space Museum

Explore incredible exhibits on aviation and space exploration at the National Air and Space Museum.
Walk to the museum from your hotel.
FREE, 3 hours

1:00 PM

Lunch at Ben's Chili Bowl

Taste the iconic chili and half-smoke hot dog at Ben's Chili Bowl, a DC staple.
Short walk to the restaurant.
USD50, 1 hour

2:30 PM

Visit the National Gallery of Art

Marvel at the impressive art displays at the National Gallery of Art.
Easily walk to the gallery afterward.
FREE, 2 hours

5:00 PM

Dinner at The Capital Grille

Conclude your trip with a final dinner at The Capital Grille, enjoying a refined dining experience.
Return to the restaurant's location via taxi.
USD120, 2 hours
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Day 14: Departure Day

Washington D.C.

8:00 AM

Breakfast at the hotel

Enjoy a final breakfast at your hotel before checking out.
Pack up and check out after breakfast.
Included in hotel stay, 1 hour

10:00 AM

Last-minute sightseeing

Take this time to visit any last sites or grab souvenirs.
Use nearby attractions based on your interests.
FREE, 2 hours

12:00 PM

Departure

Head to the airport for your journey back home.
Use a taxi or shuttle service to the airport.
USD60, 1 hour
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