Top Philadelphia Christmas Cruises

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!

Avoid having to book separate tours and pair Philadelphia history with delicious brews on this 2-in-1, small-group walking tour. Hosted right in the heart of Old City, this tour introduces you to some of the city’s key landmarks, Founding Fathers, and revolutionary history. As you go, get a taste of Philly’s top-notch drinks scene when you stop at locally beloved bars for pints of beer or cider (own expense).

Feel like a local when you discover Philadelphia’s top cocktail bars—and enjoy a lively night out—on this small-group walking tour. In the evening, meet your guide at your first Center City venue, grab a drink (own expense), and get to know your guides and group members. Over the course of the night, you’ll visit five different bars—including a secret speakeasy—and discover the local side of Philly’s nightlife.

Discover one of Pennsylvania’s most distinctive regions and communities on this full-day, small-group tour of Lancaster County’s Amish Country. In the morning, meet your guide in Center City Philadelphia and travel via air-conditioned vehicle. You’ll learn all about the region’s Amish history, will see working farmers and visit the Amish Village Museum, can shop for Amish goods from pies to quilts, and otherwise discover this region’s unique heritage.

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.

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