The Ultimate Philly Bucket List

If you’re considering renting an apartment in Philly, get ready for an unparalleled urban experience. Philadelphia opens doors to a world of culture, diversity, and excitement. With endless attractions and iconic landmarks at your fingertips, navigating the city’s vibrant streets can feel like embarking on an adventure every day. 

To ensure you make the most of your time in this dynamic metropolis, this Redfin article has the ultimate Philly bucket list, packed with must-see sights and unforgettable experiences. So lace up your walking shoes, embrace the hustle and bustle, and let’s dive into everything the city has to offer.

1. Comcast Center

Ascend the Comcast Center for panoramic views of Philadelphia’s skyline, a breathtaking experience offering a bird’s-eye perspective of the city’s architectural wonders. Marvel at the sweeping vistas from one of the tallest buildings in the city, capturing unforgettable moments atop this iconic landmark.

Carolyn Sullivan Fillmore, Founder and co-editor of THE LOCAL paper, suggest, “So the best way to start almost any Philly adventure, I think, is with a visit to the beautiful Comcast Center building, a 60-story glass-and-steel tower that celebrates the city with art, history, and public spaces (including an artisanal pizza shop that is almost impossible to find). 

There’s also a Four Seasons in here, whose SkyHigh bar/restaurant offers the most incredible views you can appreciate any time of day, as it’s open for breakfast, lunch, dinner and weekend brunch. The real thrill, though, is the ride up in the great glass elevator. The city seems to stretch before your eyes.”

2. Spend the night out

Get out for a night of laughter and entertainment at a local comedy club, where hilarious acts and witty performances promise an evening filled with joy and camaraderie. Afterward, satisfy your cravings at a nearby burrito spot, indulging in flavorful delights that perfectly complement the lively atmosphere of the night.

Jared Bouchard, Owner and writer of Bizcolumnist.com, passionate writer on small businesses, books, history, and all things Southeast PA says, “There are tons of unique experiences in Philadelphia, but my favorite spot is Helium Comedy Club on Sansom Street in Rittenhouse. Instead of going to a bar or restaurant with friends, it’s a nice change of pace to go to Helium. 

The venue feels like an underground venue in a big city and it books nationally recognized comics and up-and-coming prospects. It doesn’t matter what day of the week, you can catch a stand-up act. Also, if you stay for a drink after a set, sometimes you can meet the comics and have a beer with them.”

Another great spot in the Northern Liberties is Cantina Dos Segundo, Jared continues. “They have a burrito that contains fried yucca, which I haven’t encountered at any other local Mexican bars in the city. It’s an artsy spot that’s great for sharing margaritas or Mexican beers with friends.”

3. The Fillmore

Experience the thrill of live performances at The Fillmore, where top-tier artists grace the stage in an electrifying atmosphere, captivating audiences with unforgettable shows.

Stephanie Fitzpatrick, Managing Partner of EBE Talent, a premier entertainment and production company specializing in commemorating special occasions such as weddings.

If you’re going to visit Philadelphia, you must experience a live band playing at The Fillmore. It’s an iconic venue, known for its electric atmosphere and perfect acoustics, and as the provider of Philadelphia’s leading wedding bands, we know our music. Be on the lookout for upcoming shows here.”

4. Magic Garden

Immerse yourself in the vibrant artistic landscape of Philadelphia with a visit to the must-see Magic Garden. A destination that deserves a top spot on your bucket list. Melanie Boehme, a Content Creator, Food Journalist & Food Photographer, recommends, “A must-go that you need to have on your bucket list, definitely is the Magic Garden. The mosaic creations of Isaiah Zagar showcased in this public art museum aren’t limited to this place, but spread throughout the whole city. Keep your eyes open, especially while exploring Philly on foot and sipping your way through the many cafes and coffee shops the city has to offer. You may come across many walls and buildings covered with his artwork.”

5. City Hall

Get to see Philly while tucked away from tourists. Giampolo Law Group’s Managing Attorney, Angela D. Giampolo Esq., recommends, “Mine is a scenic view that is off the beaten path. For just six dollars you can go up the clock tower of City Hall, all the way up to below the William Penn statue. You can take in a panoramic of the whole city of Philadelphia. When marriage equality passed, I paid for every couple who wanted to go up there after they were married at City Hall.”

6. Reading Terminal Market

Head to the bustling atmosphere and culinary delights of Reading Terminal Market, a historic food hall brimming with local vendors and diverse cuisines. Indulge in an array of gourmet treats, from freshly shucked oysters to authentic Philly cheesesteaks, promising a tantalizing culinary adventure for all.

“If you like to eat and people watch at the same time, don’t miss Reading Terminal Market, an urban, indoor farmers market and gastronomic bazaar in one,” says Sarona Farrell, Founder of Gloweddings. “You’ll find everything from coffee and ice cream to cheese steaks, Amish baked goods, jewelry shops, spices, housewares, restaurants galore, fresh produce, and hawkers of fresh meats and fish. It’s fun and festive, but it can be crowded so go early. It’s a Philly bucket list activity for sure.”

7.  Birds of a Feather

Jamilee Hoffman shares a fun TTF upcoming event, “Birds of a Feather, is an annual free Earth Day and Celebrate Trails Day celebration in Tacony Creek Park, hosted by Tookany/Tacony-Frankford Watershed Partnership, which features a live refresh of 20-foot-high bird murals, a local artist showcase, hands-on family-friendly environmental activities, food truck specials, and an opportunity to connect with the community and nature on Saturday, April 27 at noon.”

8. Philly Gay Pride Month

Celebrate love, diversity, and inclusion in the vibrant heart of Philadelphia during Pride Month.

Kory Aversa, Organizer, Philly Gay Pride Month, Philly publicist on TikTok and CEO of Aversa PR, shares, “There is no better place to celebrate Pride than in Philadelphia. Philly Gay Pride Month is definitely a must for your annual June bucket list with one of the largest, most diverse and most vibrant celebrations in the country with 30 days and hundreds of ways to be out and proud in the City of Brotherly Love and Sisterly Affection.” 

9. Boathouse Row

Take a leisurely stroll along Philadelphia’s picturesque Boathouse Row, where historic charm meets natural beauty. Renee Patrone Rhinehart, Founder and CEO of both event planning companies, from Events by Renee and Party Host Helpers, suggests, “An item that you should add to your Philly bucket list is a walk on Kelly Drive and Boathouse Row in the springtime. 

The cherry blossoms that line the streets are magnificent and the view of the water is beautiful! It is also fun to check out the historic boathouses and rowers who practice daily. You can rent a surrey or a bike but I love a good old fashioned walk. It’s fun to walk up to the art museum and of course run up the Rocky steps while you’re in the area! I was lucky enough to live within walking distance to this magnificent area of the city for seven years and truly cherished it.”

10. Picnic spots

Laurel Picnic, from Philly Picnic says, “As a picnic and event planner I am always looking for unique picturesque places to have picnics or where you can hold an event. A few of my favorites in Philadelphia are:

• The Stone Gazebo: It is located about 15 minutes from downtown Philadelphia, and during the spring and summer months the flowers around the gazebo are beautiful, especially when the cherry blossoms bloom. I don’t think people think of Philadelphia for cherry blossoms – but we have them all around the city.
• The Centennial Arboretum: is also a hidden gem in Fairmount Park. There are trails, beautiful trees, cherry blossoms; of course, it feels like you’re far from the city yet you’re right in it.
• The John F Collins Park: is located right in downtown Philadelphia nestled between two tall buildings, it offers a place to sit and eat, relax, a waterfall feature and florals.
• Fairmont Park: There is also a space near Smith Memorial Arch in Fairmont Park where you can have unobstructed views of the city, as well as tree coverage for a quick hang out with friends.”

12. Top Terminal Market restaurants

“You can taste some many amazing Philly favorites, DiNic’s for roast pork, Hershel’s Deli for pastrami, and Bassetts Ice Cream:

• First stop: DiNic’s for a taste of their legendary roast pork sandwiches. Sink your teeth into tender, slow-roasted pork piled high on a soft Italian roll, perfectly complemented by sharp provolone cheese and savory broccoli rabe. Each bite is a symphony of flavors that embodies the essence of Philly’s beloved sandwich culture.
• Next up, Hershel’s Deli awaits with its mouthwatering pastrami. Picture thinly sliced, peppery pastrami piled generously between slices of fresh rye bread, topped with tangy mustard and crisp pickles. Hershel’s commitment to quality and tradition shines through in every bite, making it a must-visit for aficionados of classic deli fare.
• And let’s not forget about dessert! Bassetts Ice Cream, the nation’s oldest ice cream company, has been delighting locals and visitors alike with their creamy confections since 1861. Treat yourself to a scoop of their signature flavors, from rich chocolate to refreshing mint chocolate chip, and experience firsthand why Bassetts has stood the test of time as a beloved Philadelphia institution.

At Reading Terminal Market, these culinary gems offer not just a meal, but a taste of Philadelphia’s rich culinary heritage and a glimpse into the city’s vibrant food culture. So come hungry, leave satisfied, and savor every moment of your gastronomic adventure at this iconic Philadelphia landmark.”

13. Farmers market

Yehuda Sichel from Huda, a fast-casual sandwich shop in Rittenhouse, recommends, Experience the vibrant bustle of Philadelphia’s farmers markets, where local growers proudly showcase the freshest produce and artisanal goods.

“You have to visit the Clark Park Farmers Market,” recommends The Hip Hop Foundation, a small Philly, non profit organization whose goal is to use the power of hip-hop culture to influence positive change in urban communities. “Seasonal fruits and veggies bursting with color and local love. Friendly atmosphere, live music, original art, and jewelry vendors, and more. It’s more than a market; it’s an experience. A West Philly gem overflowing with awesomeness every Saturday from 10 am to 2 pm.”

14. Stroll through some neighborhoods

I’d recommend a neighborhood stroll, through Fairmount and Brewerytown,” suggests Patrick Sherlock from Fairmount CDC, whose mission is to foster the improvement of the residential, commercial, and social fabric of the Fairmount community, while preserving its character and diversity.

“Start at the Divine Lorraine, Broad and Fairmount, for a meal or snack and walk west. Enjoy the local shops and seasonal flavor (especially if it’s cherry blossom season) on the road to Eastern State, the PMA and Boathouse Row. Take the trail down Kelly Drive along the Schuylkill River and the Parkway area’s public art, and finish with a trip up to Girard Avenue for some shopping in the city’s most diverse business district, or a stop at America’s first zoo.”

15. Main Street shopping

Immerse yourself in the bustling streets of Philadelphia’s Chinatown, where the tantalizing aromas of authentic cuisine, vibrant cultural celebrations, and bustling markets converge to offer a vibrant and enriching experience in the heart of the city.

Explore the vibrant shops and quaint storefronts lining Philadelphia’s Main Street, where every step unveils a treasure trove of local boutiques, artisanal crafts, and cozy cafes. Whether you’re searching for unique gifts, trendy fashion, or simply want to soak in the charming ambiance, Main Street offers a delightful blend of small-town charm and urban sophistication for every shopper to enjoy.

Diaminique Barlow from Philly Foodie, where you can find some of the best Philly eats and yummy recipes, shares, “One of my favorite things to do in Philly is eat and shop on Main Street, Manayunk. Grabbing amazing food from local restaurants and supporting small business owners is one of the best things to do on a nice day. Main Street is the home to many street festivals and a river walk path – so there’s always something new to see. Manayunk has a unique charm that can be hard to find in a big city. If you’re looking for a laid-back day of shopping and good eats, I recommend you check it out on your visit.”

16. Visit Philly’s China Town and Southeast Asian Market

Asian Pacific Islander Political Alliance, an organization dedicated to the betterment of API communities in the state of Pennsylvania, recommends, “On a beautiful weekend day from spring to autumn, come down to FDR Park to check out the Southeast Asian Market. This outdoor marketplace is filled with families and community members of all generations having a great time outdoors. The air is filled with the tantalizing aroma of sizzling street food and the sounds of multilingual communities celebrating their cultures.

Nestled in the heart of Philadelphia, Chinatown is a beautiful community that has defended itself for 150+ years – passing along traditions, culture, and a welcoming spirit with each new generation that calls this community home. Wander through vibrant streets with a cup of bubble tea and some friends to look at the gorgeous public art, stop by one of the many restaurants serving delicious food representing cuisines from all over the Asian diaspora, or join the community for a holiday like Lunar New Year or the Mid-Autumn festival to celebrate your cultural heritage well being surrounded by a loving community.”

17. Philly art

Journey through Philadelphia’s streets, where vibrant murals adorn every corner, art installations surprise at every turn, and world-class museums beckon with their cultural riches, creating an immersive experience that celebrates the city’s creativity and heritage.

Rachael Benedetto from Study Hotels, a brand conceived to accommodate the needs of university markets by offering high-quality, full-service lodging, suggests, “I love how expansive the art scene around Philadelphia is. You can constantly find events going on that feature local artists, or you can just walk down a street and see a mural done by someone who lives here.  The museums have a huge collection from Rodin to Van Gogh to Matisse – and you can find countless small galleries with more eclectic and modern exhibits.” 

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