Tony grew up with this Portland staple - he and Kylie spent many nights here in their early days of dating. Kylie once drove from Boston to the Bear for a impromptu date while Tony was in town for work. When visiting family, the Bear remains an essential stop.
Got a sweet tooth and looking for a dessert cocktail? Look no further! This is usually a must go for the couple after a nice meal in the Old Port - highly recommend the chocolate peanut butter martini! Or if you like you're martinis very dirty, theirs gets Tony's approval!
This is our oasis when visiting Portland during peak seasons - great beers, chill atmosphere. You can go to the downstairs pub that we love, or you can go up two levels and get ocean views!
This is worth the 20-minute drive out of Portland! You can head over to Pine Point beach, too, if you want to dip your toes in the ocean (it'll be chilly!) Summer time and you want great fried seafood? Ken's has you covered - you will most likely find the newlyweds here at least once during the wedding weekend (order Kylie's favorite - combo of fried clams and scallops with a Baxter Stowaway IPA).