easy
3 hours
Suitable for most fitness levels; involves moderate walking on mixed surfaces.
Discover Medford’s North End through a three-hour intimate exploration designed for couples. This unique adventure unveils hidden parks, quiet river views, and local history just outside Boston’s bustle.
Perfect for couples! • 3 Hours • Explore the North End
Hello and welcome to Off the Eaten path tours. I want to invite you on a very special experience of exploring one of the greatest ethnic neighborhoods in the United States, Boston’s Historic North End. I created this tour to be a celebration of the food, wine, history, culture, and most importantly the people of North End. Although we never leave the neighborhood physically, and only walk 4 blocks.
We metaphorically travel up and down the peninsula of Italy exploring the foods from the various regions of Italy that are so proudly represented in the largest “little Italy “ in the United States. On top of being the most diverse food tour of the North End, and by far the most delicious, this is also the most comprehensive historical tour documenting the fascinating history of how the North End became Italian and connects the dots to why so many Italians migrated from Italy. The Food will tie our story together perfectly. If you love exploring neighborhoods, food, culture and wine, then this tour is for you. I promise it to be one of the most unique and fun tours you have been on.
Off the Eaten Path is a leisurely 3 hour walking tour that has the structure of a progressive lunch, with each course focusing on a particular region of Italy. We begin by starting our journey in the Deep South of Italy, Sicily. We try regional delicacies such as arancini, Panzarroti, and Sicilian pizza, we then push up to Naples where we experience authentic Neapolitan Pizza in the only certified oven to come from Italy, we also make a slight detour to the Amalfi coast, to Sorrento, for authentic gnocchi alla sorentina.
From there we venture to a beloved neighborhood wine shop, where you will learn all about the process of wine making, from the influence of soils and weather, what the Italians call ambiante, to how wine gets its color, and how Italian drink it with a meal. You will never think of wine the same way again. Next we will unlock some of the ancient secrets of the Mediterranean diet. Learn about the history of Olive oil, and learn how to buy real extra virgin olive oil, vs the fake oil being exported from Italy to the unassuming masses. We will continue our journey to Umbria, and Modena. Where we will try 12 year aged balsamic vinegar, hop next door to Parma for the best prosciutto outside of Emilia Romagna, and the go to the other great Island, of Sardina. There we will have a special sheep’s milk cheese, all while being in the best Italian market in the city.
We will experience a coffee and spice shop, that will take us back in time, as it’s the oldest retail shop still standing. We will meander down a back alley and discover an artisan bakery, where they brought a starters dough yeast all the way from Naples that’s over 160 years old. Just when you thought this tour could not get any better, I will up the ante and take you to my personal hang-out, a caffe! There we will end with the trifecta! The espresso, cannoli and gelato, all of them the best in the neighborhood. At this point, I hope to leave your bellies, hearts and minds full.
A consistent theme of the tour is exploring the hyper-localism of the North End and the parallels to Italy’s hyper-regionalism. Both places are peninsulas that have been conquered by various groups of ethnicities and people over their histories. The North End has always been “separate” from Boston, in that it’s a peninsula with natural and at times artificial boundaries ( The JFK Expressway built in the 1950”s completely Balkanized the neighborhood until the completion of the Big Dig and subsequent Greenway park) Italy is the most invaded country in history ( just look at where it’s located on a map, it’s the crossroads of three continents). Geography, history, and food will play equal parts on our journey and exploration of two great peninsulas.
My name is Paula and I will be your guide on this journey. I started the tour in 2012 before any other food tour of this kind existed in the neighborhood. I was able to build it based on my longtime relationship I’ve built over a 20 year period with all of the small family owned businesses. Although I’m not technically a “native” I like to think of myself as a NINE ( non- indigenous North Ender) . If you have ever been to a place and felt a magnetic pull, this was how I felt as a teenager from a small town in NH coming to the “big city” to walk the Freedom trail, and hopefully see the Paul Revere House.
I will never forget seeing a huge imposing green highway separating the downtown of Boston from the North End. We went under the bridge and coming up on the other side felt like we left Boston all together and somehow ended up in Italy. Everything changed. The buildings, the narrow winding streets and back alleys, the crowds of people on corner speaking, a musical language, the butcher shops with red awnings and rabbits hanging, the beautiful displays of artichokes, tomatoes, and fruits piled high in the green grocers. The gorgeous displays of hand painted marzipan in the store fronts of the pastry shops were a favorite. All in all, it was like no place I had ever experienced this side of the Atlantic. It was Italy, it felt like Europe, it was like being in a time gone-by, yet it was still distinctly Boston. I was in love.
The North End is my first big love affair, and this tour is my first baby. (I’ve subsequently met my husband in the neighborhood and I’m blessed to be the mother of three real in the flesh children) but the tour itself is so personal I’ve decided to conduct all the tours myself . I’ve spent countless hours interviewing North Enders. Reading everything I can get my hands on that pertains to the various subject matters we explore. My training in Art History at Boston University, and frequent travel to Italy has helped me with how I see the context of events. But most importantly my experience of living and working in the North End gives the tour its authenticity. When you’re choosing an experience, I encourage you to read the reviews of all the various tours. I’m proud of the incredible feedback and the repetition of my customers who keep coming back and bringing friends and family on the tour. I truly feel privileged to be able to share this incredible community with my guests.
The tour covers urban and natural terrain including some uneven paths; sturdy shoes will keep you comfortable.
Although the tour is short, staying hydrated and energized enhances your experience on the trail.
Seasonal weather affects trail conditions—dress in layers and be prepared for sudden changes.
Stay on designated paths to protect Medford’s delicate urban wildlife and preserve historic sites.
Medford’s North End features landmarks dating back to early colonial settlements and played roles in maritime trade during the 18th century.
Local efforts focus on preserving wetland habitats and native plant species to maintain the ecological balance in urbanized areas.
Necessary for navigating mixed urban and natural paths comfortably.
Fall weather can be unpredictable; layers help you stay warm and adaptable.
fall specific
Keep hydrated during your summer walk to enjoy the full tour comfortably.
summer specific
Capture the hidden views and charming moments along the North End route.