Top Pennsylvania Christmas Cruises

Join City Sightseeing this holiday season and experience a unique way to view all your favorite parts of our beautiful city on one of our Victorian Style Trolley’s. Our trolleys are all decked out in the holiday spirit ready with lights, holiday decor and music for the ultimate way to see the city’s beautiful light show this season! Our two-hour Holiday Tour (Including Loading and Unloading) will take you to the best decorated streets in the city while you and your friends and family can sing along with us to all your favorite holiday music. City Sightseeing’s Holiday Light Tour is perfect for family, friends, holiday parties and corporate events. We are ready to have you book today and join us for this beautiful holiday experience. Featured sites/neighborhoods include: Smedley Street, where you can get out & stretch your legs Miracle on 13th St. (Beginning November 28th) Christmas Village/Love Park City Hall & Dilworth Plaza Comcast Building Washington Square Franklin Square

Set sail for a magical holiday with a memorable celebration aboard our Signature Philadelphia Christmas Day Cruises. Take in breathtaking views of Philadelphia’s iconic landmarks, such as the Ben Franklin Bridge, from inside or the open-air decks. This fun-filled holiday including a live DJ, dancing, games, a fully stocked cash bar. Revel in merriment and holiday cheer with this unforgettable brunch on the water! Join us December 3 - January 1st for an enchanting and immersive Winter Wonderland experience as City Cruises celebrates the holiday season in style! Step aboard our uniquely decorated yachts, where a whimsical, fun-filled atmosphere awaits. Surround yourself with twinkling lights, snow-covered trees, themed cocktails, seasonal menus, live entertainment, and of course, stunning views of Philadelphia’s skyline, perfectly complementing Philadelphia’s festive mix of holiday-themed attractions and restaurants.

Experience Philadelphia like never before on our two-hour electric cart tour! Guided by a local expert, explore Old City’s historic sites like Independence Hall, the Liberty Bell, and Elfreth's Alley. Pass through Center City, admire City Hall, and visit the iconic steps of the Philadelphia Museum of Art. Enjoy the lively atmosphere of Chinatown, South Street, and the mosaic wonder of Philly’s Magic Gardens. Join us for a memorable journey filled with history, culture, and the vibrant spirit of this dynamic city!

Philadelphia is full of iconic traditions—history, cheesesteaks, Rocky steps, and now, donuts decked out for the holidays. This season, the Underground Donut Tour invites you to explore the sweetest side of the city with a festive twist. Winding through the heart of City Center, this tour showcases some of Philadelphia’s best donut shops alongside sparkling lights, seasonal decor, and plenty of holiday cheer. Along the way, you’ll take in the sights and sounds of the city, including a stroll through the famous Reading Terminal Market, which is even more magical during the holidays. Whether you’re sipping hot cocoa, snapping photos of twinkling displays, or biting into a peppermint-glazed masterpiece, this is the most delicious way to celebrate the season in Philly. Book your holiday donut adventure today!

Bypass the overpriced tourist restaurants with lackluster food and eat your way through Philadelphia like a local on a 2.5-hour culinary walking tour. Follow your guide to the heart of the city and visit five distinctive eateries to sample iconic Philly favorites, such as cheesesteak, tomato pie, and soft pretzels. Make sure to save room for not one but two desserts at the Reading Terminal Market.