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Ultimate 14-Day Luxury Road Trip and Bachelor Party Experience in the USA

Viewed by 137 travelers

Day 1: Explore NYC

New York City, NY

10:00AM

Brunch at The Butcher's Daughter

Kick off your bachelor party with a healthy, plant-based brunch at this trendy spot.
Located in the Nolita neighbourhood, easily accessible by subway.
USD50, 1.5 hours

12:00PM

Central Park Bike Tour

Explore the iconic Central Park on a guided bike tour, soaking in the sights and history.
Meeting point near Columbus Circle.
USD60, 3 hours

4:00PM

Visit Top of the Rock

Enjoy stunning 360-degree views of the Manhattan skyline from the Rockefeller Center observatory.
Short walk from Central Park to Rockefeller Center.
USD40, 1 hour

7:00PM

Dinner at Carbone

Enjoy a luxury Italian dining experience at Carbone, famous for its classic dishes and vibrant atmosphere.
Make a reservation in advance.
USD150, 2 hours
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Day 2: Adventure in NYC

New York City, NY

8:00AM

Breakfast at Balthazar

Indulge in a classic French breakfast at this iconic Soho bistro.
Easily reachable by subway.
USD40, 1.5 hours

10:00AM

Wine Tasting at City Winery

Experience a unique urban winery tour and tasting in the heart of NYC.
Located in the Lower Manhattan district.
USD75, 2 hours

1:00PM

Lunch at Katz's Delicatessen

Savor a classic pastrami sandwich at the historic Katz's Deli.
Short walk from City Winery.
USD25, 1 hour

3:00PM

Private Yacht Cruise

Take a luxury private yacht tour around Manhattan, complete with drinks and snacks.
Meet at the marina in Lower Manhattan.
USD200, 2 hours

7:00PM

Dinner at Eleven Madison Park

Experience innovative, fine dining in a sleek, stylish setting at this world-renowned restaurant.
Make a reservation ahead of time.
USD400, 3 hours
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Day 3: Philadelphia Highlights

Philadelphia, PA

9:00AM

Breakfast at Federal Donuts

Start your day with famous donuts and fried chicken at this beloved local chain.
A short drive from NYC (2 hours).
USD15, 1 hour

11:00AM

Visit the Liberty Bell

Discover the iconic symbol of American independence in Liberty Bell Center.
Close to Independence Hall.
USD0, 1 hour

1:00PM

Lunch at Reading Terminal Market

Try various local foods at this bustling indoor market, including cheesesteaks and pretzels.
Walking distance from the Liberty Bell.
USD30, 1.5 hours

3:00PM

Explore Philadelphia Museum of Art

Run up the famous Rocky Steps and explore the diverse art collections.
Take a short taxi ride for convenience.
USD20, 2 hours

6:00PM

Dinner at Parc

Relish French cuisine and elegant ambience at this charming bistro on Rittenhouse Square.
A short taxi ride from the museum.
USD80, 2 hours
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Day 4: D.C. Wonders

Washington, D.C.

8:00AM

Breakfast at Founding Farmers

Enjoy a farm-to-table breakfast in a rustic-chic setting, sampling house-made pancakes and more.
Drive 2 hours from Philadelphia to D.C.
USD30, 1.5 hours

10:00AM

Visit the National Mall

Stroll through iconic monuments and memorials, including the Lincoln Memorial and Washington Monument.
Walking and biking recommended.
USD0, 2 hours

1:00PM

Lunch at The Hamilton

Crisp salads and fresh seafood at this vibrant restaurant located near the White House.
Just a couple of blocks from the National Mall.
USD40, 1.5 hours

3:00PM

Tour of the U.S. Capitol Building

Take a guided tour of the historic Capitol Building and learn about American politics.
Pre-book tour tickets online.
USD0, 1.5 hours

7:00PM

Dinner at Old Ebbitt Grill

Discover a classic Washington, D.C. seafood restaurant known for its oysters and vibrant atmosphere.
A short walk from the Capitol building.
USD70, 2 hours
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Day 5: Charming Richmond

Richmond, VA

8:00AM

Breakfast at Perly's

Delight in Jewish-style breakfast sandwiches and matzo ball soup at this adored deli.
Drive 2 hours from D.C. to Richmond.
USD25, 1.5 hours

10:00AM

Visit the Virginia Museum of Fine Arts

Explore impressive art collections including European and American masterpieces.
Short Uber ride from the breakfast spot.
USD0, 2 hours

1:00PM

Lunch at The Roosevelt

Savour Southern-inspired dishes in a chic atmosphere with locally sourced ingredients.
Driving distance from the museum.
USD60, 1.5 hours

3:00PM

Stroll Through Maymont Park

Enjoy the beautiful gardens and wildlife preserves in this free public park.
Less than 10 minutes from lunch spot.
USD0, 1.5 hours

7:00PM

Dinner at Lemaire

Dine in style at this upscale restaurant located in The Jefferson Hotel, featuring seasonal cuisine.
Requires a reservation.
USD100, 2 hours
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Day 6: Beautiful Charleston

Charleston, SC

9:00AM

Breakfast at Callie's Hot Little Biscuit

Enjoy fluffy biscuits with an array of toppings in this quaint eatery.
Drive 2 hours from Richmond.
USD15, 1 hour

10:30AM

Historic Charleston Walking Tour

Explore the cobblestone streets and historic homes of downtown Charleston on foot.
Tour starts at the visitor centre.
USD30, 2 hours

1:00PM

Lunch at Husk

Enjoy modern Southern dishes prepared with local ingredients in a historic Victorian home.
Just a short walk from the tour.
USD60, 1.5 hours

3:00PM

Visit the Battery and Rainbow Row

Stroll along the scenic waterfront and view the pastel-coloured historic houses.
Walking distance from Husk.
USD0, 1 hour

7:00PM

Dinner at The Ordinary

Savor fresh seafood at this upscale oyster hall set in a beautifully restored bank building.
A short walk from Rainbow Row.
USD80, 2 hours
Find Hotels in Charleston

Day 7: Savannah Bliss

Savannah, GA

8:30AM

Breakfast at The Collins Quarter

Indulge in a creatively inspired brunch with Australian influences in a chic café.
Drive 2 hours from Charleston.
USD25, 1.5 hours

10:00AM

Explore Forsyth Park

Stroll through the historic park known for its iconic fountain and beautiful oak trees.
A short drive from brunch.
USD0, 1 hour

12:00PM

Lunch at Mrs. Wilkes' Dining Room

Experience family-style Southern cooking at it's best in this communal dining setting.
Located within walking distance.
USD30, 1.5 hours

3:00PM

Savannah Riverboat Cruise

Enjoy a leisurely afternoon cruise along the Savannah River, soaking in the city views.
Cruise departs from River Street.
USD45, 2 hours

7:00PM

Dinner at The Grey

Dine in an old Greyhound bus station featuring a menu of refined Southern cuisine.
A short drive from River Street.
USD85, 2 hours
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Day 8: Beach Vibes Miami

Miami, FL

8:00AM

Breakfast at Big Pink

Kick off your Miami adventure with a hearty brunch in this colourful diner with an extensive menu.
Drive 6 hours from Savannah.
USD30, 1.5 hours

10:00AM

Relax at South Beach

Enjoy sunbathing, swimming, and people-watching at the iconic South Beach area.
Drive short distance to the beach.
USD0, 3 hours

1:00PM

Lunch at The Shore Club

Enjoy alfresco dining by the pool with a tantalizing seaside menu.
Located directly at South Beach.
USD70, 1.5 hours

3:00PM

Visit the Art Deco Historic District

Take a self-guided walking tour to admire the iconic pastel buildings and design.
Walk along Ocean Drive.
USD0, 2 hours

7:00PM

Dinner at Nobu Miami

Experience award-winning Japanese cuisine in a chic, upscale setting.
Make a reservation in advance.
USD150, 2 hours
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Day 9: Thrills in Orlando

Orlando, FL

8:00AM

Breakfast at Keke’s Breakfast Cafe

Savour pancakes, eggs benedict, and more in a warm and inviting atmosphere.
Drive 3 hours from Miami.
USD25, 1.5 hours

11:00AM

Visit Universal Studios

Experience thrilling rides and attractions at one of the top theme parks in the world.
Short drive to Universal Studios.
USD115, 6 hours

6:00PM

Dinner at The Palm Orlando

Dine at this upscale steakhouse, known for its delicious cuts and classy ambiance.
Close to Universal Studios.
USD120, 2 hours
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Day 10: Cultural Experience in New Orleans

New Orleans, LA

8:00AM

Breakfast at Café du Monde

Enjoy beignets and coffee at this famous French Market café.
Drive 6 hours from Orlando.
USD15, 1 hour

10:00AM

Explore the French Quarter

Wander through vibrant streets full of historic charm, shops, and galleries.
Walk around the historic district.
USD0, 2.5 hours

1:00PM

Lunch at Cochon

Savour Cajun and Southern dishes at this popular eatery in the Warehouse District.
Short drive from the French Quarter.
USD50, 1.5 hours

3:00PM

Visit the National WWII Museum

Discover an extensive collection focused on the history of World War II.
Short drive from lunch spot.
USD30, 3 hours

7:00PM

Dinner at Commander’s Palace

Experience haute Creole cuisine in a luxurious setting with its historic charm.
Make a reservation ahead of time.
USD100, 2 hours
Find Hotels in New Orleans

Day 11: Creative Austin

Austin, TX

9:00AM

Breakfast at Elizabeth Street Café

Savour delicious Vietnamese breakfast options in a charming atmosphere.
Drive 7 hours from New Orleans.
USD20, 1.5 hours

11:00AM

Tour the Texas State Capitol

Explore the historic building and enjoy a free guided tour.
Located in downtown Austin.
USD0, 1 hour

12:30PM

Lunch at Franklin Barbecue

Indulge in some of the best BBQ in the country with a focus on brisket.
Get there early to avoid long lines.
USD40, 1.5 hours

3:00PM

Visit the Blanton Museum of Art

Explore a superb collection of European, American, and Latin American art.
A short Uber drive away.
USD12, 2 hours

7:00PM

Dinner at Uchi

Experience innovative Japanese cuisine at this stylish restaurant famous for sushi.
Short drive from the museum.
USD150, 2 hours
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Day 12: Excite in Dallas

Dallas, TX

8:00AM

Breakfast at Bread Winners Café

Enjoy freshly baked pastries and hearty breakfast options in a friendly café.
Drive 3 hours from Austin.
USD25, 1.5 hours

10:00AM

Visit the Sixth Floor Museum

Learn about the life and legacy of John F. Kennedy in this museum located at Dealey Plaza.
Short drive from the café.
USD18, 2 hours

1:00PM

Lunch at Pecan Lodge

Dig into some of the best BBQ in Texas at this renowned smokehouse.
Located a short drive from the museum.
USD30, 1.5 hours

3:30PM

Explore the Dallas Arts District

Wander through the largest urban arts district in the country, with galleries and theatres.
Drive to the arts district.
USD0, 3 hours

7:30PM

Dinner at The Cedars Social

End your day at this trendy spot known for its cocktails and upscale American cuisine.
Short drive from the arts district.
USD80, 1.5 hours
Find Hotels in Dallas

Day 13: Entertainment in Las Vegas

Las Vegas, NV

8:00AM

Breakfast at The Bellagio

Begin your Vegas adventure with a lavish breakfast buffet at one of the Strip's iconic hotels.
Fly to Las Vegas from Dallas.
USD40, 1.5 hours

10:00AM

Visit The Strip

Enjoy a stroll down Las Vegas Strip, checking out the themed hotels and attractions.
Walk or take the monorail.
USD0, 2 hours

12:30PM

Lunch at Gordon Ramsay Burger

Enjoy gourmet burgers and creative shakes from celebrity chef Gordon Ramsay.
Located inside Planet Hollywood.
USD35, 1.5 hours

3:00PM

Relax at a Pool Party

Join the vibrant pool party scene at a popular nightclub pool such as Wet Republic.
Check entry requirements in advance.
USD0, 4 hours

8:00PM

Dinner at Nobu Las Vegas

Indulge in exquisite sushi and Japanese dishes in another chic Nobu location.
Make a reservation.
USD200, 2 hours
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Day 14: Sunset in LA

Los Angeles, CA

9:00AM

Breakfast at The Griddle Café

Enjoy massive pancakes and delicious breakfast entrees at this local favourite.
Fly from Las Vegas to Los Angeles.
USD30, 1.5 hours

11:00AM

Visit Griffith Observatory

Take in spectacular views of the city and Hollywood sign at this iconic landmark.
Short drive from breakfast spot.
USD0, 1.5 hours

1:00PM

Lunch at In-N-Out Burger

No trip to California is complete without enjoying the famous In-N-Out burgers.
There are multiple locations in LA.
USD15, 1 hour

3:00PM

Explore Santa Monica Pier

Walk the boardwalk, take photos, and enjoy the vibrant atmosphere of the pier.
Drive over to Santa Monica.
USD0, 2 hours

7:00PM

Dinner at Bestia

End your trip with an exceptional Italian dining experience in the heart of LA, known for its homemade pasta.
Make sure to book a table in advance.
USD120, 2.5 hours
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