Philly in 5: A Romantic Escape for Couples

Discover the city of brotherly love with the one you love.

22 April 2023

A romantic trip to Philadelphia offers a blend of history, culture, and world-class dining experiences for couples to indulge in. Couples can explore the city's historic landmarks like the Liberty Bell and Independence Hall, stroll along the picturesque streets of Old City, and enjoy a sunset together from the top of One Liberty Observation Deck. Philadelphia's culinary scene offers diverse options, starting with an authentic Philly cheesesteak to elegant farm-to-table dining experiences that are sure to leave couples satisfied.

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Travel plan

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Day 1

Welcome to the City of Brotherly Love

  • Check into the Rittenhouse Hotel, a luxurious and romantic option in the heart of the city
  • Grab a Philly cheesesteak for lunch from either Pat's or Geno's, the iconic spots known for this local specialty
  • Visit Reading Terminal Market for a taste of the city's diverse food scene
  • Stroll through Rittenhouse Square, a charming park with plenty of photo ops
  • End the night with a visit to the Art Museum steps made famous by Rocky Balboa's training montage
Day 2

History Lessons and Haunted Tales

  • Tour Independence National Historical Park, home to the Liberty Bell and Independence Hall where the Declaration of Independence was signed
  • Check out the Betsy Ross House, where the American flag was sewn
  • Take a spooky ghost tour through Old City, learning about the city's darker history
  • Grab a late dinner at the iconic City Tavern, a historical restaurant serving colonial-style cuisine
  • Nightcap at Philadelphia Distilling for a taste of the city's craft spirits
Day 3

Art Appreciation and Beer Tasting

  • Visit the Philadelphia Museum of Art, with its massive collection including works by Van Gogh, Monet, and Picasso
  • Lunch at Tria Cafe, a cozy spot known for its extensive beer selection and artisanal cheeses
  • Visit the Mutter Museum, a quirky museum displaying medical oddities
  • Dinner at Zahav, a chic restaurant featuring modern Israeli cuisine
  • Post-dinner drinks at Monk's Cafe, a Belgian beer bar with a cozy atmosphere
Day 4

Exploring Neighborhoods and Street Art

  • Explore the hipster haven of Fishtown, with its art galleries and cozy cafes
  • Grab lunch at Frankford Hall, a German-style beer garden with a lively atmosphere
  • Visit The Magic Gardens, an outdoor mosaic art gallery created by artist Isaiah Zagar
  • Dinner at Talula's Garden, a romantic farm-to-table restaurant with a picturesque outdoor dining area
  • Cocktails at Hop Sing Laundromat, a speakeasy-style bar with artisanal cocktails
Day 5

Final Days and Sweet Goodbyes

  • Check out the Philadelphia Zoo, home to over 1,300 animals
  • Lunch at the famous Reading Terminal Market, grabbing a sandwich from DiNic's or a soft pretzel from Miller's Twist
  • Take a relaxing walk through Fairmount Park, the city's largest park with plenty of peaceful greenery
  • End the trip with a visit to Franklin Fountain, a retro-style ice cream shop with homemade toppings and flavors
  • Say a sweet goodbye to the city with a romantic sunset walk along the Schuylkill River Trail.

Length of stay

1 day 2 days 3 days 4 days 5 days

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

How to get there

Plane

The best way to get to Philadelphia by plane is to fly into Philadelphia International Airport (PHL) which has international and domestic flights available.

Car

Driving to Philadelphia via Interstate 95 is a convenient option for those coming from nearby cities.

Train

Amtrak offers train services to Philadelphia's 30th Street Station from various cities across the United States.

Boat

While there are no direct boat routes to Philadelphia, passengers can arrive in Philadelphia via a cruise to nearby cities such as New York or Baltimore and then take ground transportation to Philadelphia.

Bus

Greyhound and Megabus provide bus services to Philadelphia from various U.S. cities.

Destination

Philadelphia

Welcome to the city where the cheese is whiz and the Liberty Bell is cracked (literally). This place has got history, food, and sports so iconic, even Rocky couldn't resist running up those stairs.

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Number of days

1 2 3 4 5

Type of trip

Standard trip Budget Family Friendly Romantic Stag do

More travel plans

Experience a Romantic Long Weekend in Philadelphia

Experience the romance and history of Philadelphia with a loved one. Stroll hand in hand through the picturesque streets of Old City, admire the stunning architecture, and indulge in the city's famous cheesesteaks. Immerse yourselves in the city's rich cultural scene with visits to the famous art museum and historic Independence Hall.

Discover Philadelphia: A Fun 5-Day Budget Guide

A trip to Philadelphia on a limited budget can still be an exciting experience. Enjoy a stroll through Independence Hall and the Liberty Bell without spending a dime. For affordable eats, check out Reading Terminal Market and grab a famous Philly Cheesesteak or soft pretzel. Finish the day with a free outdoor concert at Penn's Landing.

Philly in a Weekend: History, Art, Food & Drink

A visit to Philadelphia offers travelers the opportunity to explore America's historic past. With iconic landmarks such as Independence Hall and the Liberty Bell, visitors can delve into the roots of American democracy. Alongside the historical attractions, Philadelphia is also renowned for its culinary scene, offering a wide variety of mouth-watering local dishes to try.

Philly on a Budget: 3 Days of Fun!

Explore the rich history of Philadelphia by taking free walking tours of the city's landmarks, including the Liberty Bell and Independence Hall. Enjoy visiting popular attractions like the Philadelphia Museum of Art and Reading Terminal Market at discounted rates. Stay in affordable accommodations like budget hotels or hostels while indulging in the local food scene and experiencing the lively nightlife.