Boston is a city rich with history, charm, culture, wonderful people and delicious food (especially the seafood). It's one of America's oldest cities and one of it's most walkable cities, so spring and summer are great times to visit, as well as early fall, as the temperatures are nice for walking most places you want to go. It's also a city that, despite the fact that I'm not really a city loving person, will always have a special place in my heart. 
1. Walk along the Freedom Trail | It's a 2.5 mile walk through Boston's historical sites which you can do yourself by following the red brick path or you can schedule a tour with a guide. Some of the highlights include the Old State House, Paul Revere's House, Old North Church, Bunker Hill Monument, the USS Constitution, and more. 
2. Go shopping on Newbury St. | On Newbury St. you'll find a mix of boutique shops, brand name stores (including high end designers), as well as cafes and restaurants for when you need a break from shopping. It's the perfect place to shop till you drop.
3. Stephanie’s on Newbury | If you’re shopping on Newbury St. and need a break to rest your legs, grab a bite to eat at Stephanie’s. Their menu features a nice variety of delicious items from an old fashioned turkey club sandwich to lobster mac & cheese or steak frites.
4. Wander the gardens | The Boston Public Garden and Boston Common (an extension of the Garden and America's oldest city park, dating back to 1634) are a peaceful place to enjoy a sunny afternoon picnic or just wander the paths.
5. Have a lobster roll at Yankee Lobster Co. | For good ol’ New England seafood at a classic New England seafood shack, visit Yankee Lobster Co. It’s a pretty busy place, so be prepared to wait in a pretty long line to place your order, but it’s busy for a reason. The lobster is SO fresh and tender and delicious… you’ll want to go back for another one right away! 
6. Explore the historic neighborhood of Beacon Hill | The streets of this picturesque neighborhood are lined with Victorian style brick row houses, old fashioned lanterns, brick sidewalks, cobblestone streets, and was once home to Founding Father John Adams and John Hancock.
7. Visit the museums | There’s the Museum of Science, the Boston Tea Party Ships & Museum, the Museum of Fine Arts and more. The Isabella Stuart Gardner Museum is pretty unique, it belonged to a socialite who collected art from all over the world. She gifted her home to Boston in 1903 and now it’s a museum displaying her impressive art collection. 
8. Enjoy an Irish night out at The Black Rose Pub | Get the full Irish experience with authentic food (like shepherd’s pie or Guinness beef stew) and live Irish music every night. The chicken pot pie is to die for.