oops, I kind of forgot to write my response. It's hard to think about what to include, also. Boston is probably not the kind of city that's going to totally amaze someone who has travelled a lot, through European cities and whatnot, but it is definitely worth doing. The wikipedia page is good, and might give you some ideas of what you'd like to visit
http://en.wikipedia.org/wiki/Boston
I'd recommend going in early fall, if you can, but spring and summer are nice. Just be aware that it can sometimes rain a lot in the spring and be very hot and humid in the summer. September is normally very clear, sunny, and warm but not too hot. It's also nice in winter but can get very cold/snowy, especially in Jan/Feb.
One thing I'd really recommend is the
Isabella Stewart Gardner museum,
http://www.gardnermuseum.org/index.asp which is basically the home of a wealthy Boston family who bought lots of artwork and turned their house into a beautiful, relaxed museum
"Isabella Stewart Gardner first welcomed visitors to her museum on New Year's Day, 1903. On that evening guests listened to the music of Bach, Mozart, and Schumann, gazed in wonder at the courtyard full of flowers, and viewed one of the nation's finest collections of art. Today, visitors experience much the same thing. The Gardner Museum has remained essentially unchanged since its founder's death in 1924. Unchanged but certainly not stagnant. Three floors of galleries surround a garden courtyard blooming with life in all seasons.
The galleries are filled with paintings, sculpture, tapestries, furniture, and decorative arts from cultures spanning thirty centuries."
the museum is in the area near the
fenway area, which contains the Museum of Fine Arts (mentioned above) the fenway gardens (fens) (
http://en.wikipedia.org/wiki/Back_Bay_Fensfens) ,
http://www.aviewoncities.com/boston/backbayfens.htm which is really nice for walking around (lots of gardens, etc)
So, I guess you could "do" that area in one day
For another day, you could do
Boston Common (a large public park, since we're on that theme)
http://en.wikipedia.org/wiki/Boston_Common, the Freedom Trail (The Freedom Trail is a red (mostly brick) path through downtown Boston, Massachusetts that leads to 16 significant historic sites)
http://en.wikipedia.org/wiki/Freedom_Trail, and Faneuil Hall which is a big, old marketplace
http://en.wikipedia.org/wiki/Faneuil_hall
and maybe end the day in the north end, for some seriously amazing Italian food.
http://en.wikipedia.org/wiki/North_End,_Boston
I would spend another day in the
Harvard Square area, Harvard is in Cambridge, across the river from Boston, but basically part of Boston
http://en.wikipedia.org/wiki/Harvard_Square and is a really nice area for just walking around and seeing what you find...great people watching etc. Also Cambridge (there are several "squares" in Cambridge) tends to be the best area for local music (IMO) ..the Middle East is where all the cool kids go..
http://en.wikipedia.org/wiki/The_Middle_East_(nightclub)
Ok, I'm sure I'm forgetting to mention a lot of cool things, but I'm gonna move on to
day trips outside the city.
You could do a Transcendentalist writers/environmentalist/revolutionary war history/fun day at a pretty lake trip to
Concord http://en.wikipedia.org/wiki/Concord,_Ma and Lexington, Ma.
http://en.wikipedia.org/wiki/Lexington,_ma It's about 20 miles away, and you can take the train. Anyway, Concord is home to
Walden Pond http://en.wikipedia.org/wiki/Walden_Pond, which is where Thoreau lived and wrote. There is a little replica of his cabin, which you can go inside. The lake is awesome, (a mile or so from downtown) and the only one I've seen where you can walk all the way around it on a pretty little trail, and there are many little paths down to the water where you can have your own private spot. The main beach can get very crowded.
It is also home of Louisa May Alcott, Nathaniel Hawthorne, Ralph Waldo Emerson, etc, and the town is just very quaint with lots of history and museums and nice restaurants oh, and you could also visit the Decordova museum and sculpture park, located nearby in Lincoln
http://en.wikipedia.org/wiki/DeCordova_Museum_and_Sculpture_Park
If you don't have a car, there are several places the commuter rail will take you that would make for excellent day trips .
You could go up (about 25 miles north of Boston, a 1/2 hr train ride)to
Salem/Beverly. Salem,
http://en.wikipedia.org/wiki/Salem,_ma#Geography_and_transportationyes, is where the infamous witch trials took place. In some ways, it is kind of a tourist trap (full of kitshy, new agey shops) , but it has seemed to be turning itself around in the last decade, with the expansion of the Peabody Essex Museum
http://www.pem.org/ which is a museum full of treasures from around the world brought back by shipmerchants etc. It is really worth checking out. A few years back they disassembled, brought over and reassembled an entire Qing dynasty Chinese house to tour...
http://www.pem.org/sites/yinyutang/ the museum also does tours of several local historic buildings/homes. Salem is on the ocean (yet doesn't have a good beach), and it's where you start getting really good little fresh seafood places, which are prevalent north and south of boston on the coast. Anyway, good bars/pubs and restaurants. There are local colleges, so lots of young people, art, and music.
A little further up, you could get off the train in
Gloucester, MA,
http://en.wikipedia.org/wiki/Gloucester,_Massachusettsfor a little bit of old gritty but pretty fisherman town. Gloucester was the setting for The Perfect Storm, and yes, many locals do have that accent! Good place to get into a bar fight!
And just a little bit further up, you can step off the train and enter a portal into the best day trip of all, beautiful
Newburyport, MA,
http://en.wikipedia.org/wiki/Newburyport,_MAwhere I happen to live, but I'm not just saying that...a really lovely place with lots to do
http://www.visitingnewengland.com/scenesofnewengland56.html and the best place if you want to go to unspoiled beaches and see beautiful wildlife. It is the last stop on the northbound commuter rail, about 35 miles north of boston.
Home of Plum Island
http://en.wikipedia.org/wiki/Plum_Island_(Massachusetts) and a wildlife refuge with trails and several beaches, becoming less crowded the further in you go.
http://www.fws.gov/northeast/parkerriver/ I would recommend renting a car, but you don;t need to, as there are cheap reliable taxis, pedicabs, etc.
The downtown area has lots of great shops, restaurants, a gorgeous waterfront park where there are often live concerts during the summer.
http://www.newburyportchamber.org/Riverfront.shtml ha, just noticed The Lemonheads will be doing a concert there soon.
Anyway, come up and say Hi, I'd be glad to show any urbanites around and/or give many more suggestions of local things to do.
and last but not least, yes,
the islands are wonderful.
I highly recommend
Martha's Vineyard http://en.wikipedia.org/wiki/Martha's_Vineyard for its relaxed feel and good nightlife.
Nantucket http://en.wikipedia.org/wiki/Nantucket,_Massachusetts can be kind of stuffy, but less crowded
there are regular ferries to both islands, but if you want to go right from Boston, you have to take a little airplane.
Oh, that reminds me, you CAN take a ferry
http://www.bostonharborcruises.com/...ult.aspx?gclid=CJS5j-v8laICFch_5Qod2i45DQfrom Boston harbor *to
Provincetown, MA, at the very tip of the cape. Really worth the trip, a little "gay village" I like how wiki puts it, very eclectic, with beautiful scenery and beaches and fantastic nightlife. Home of John Waters, need I say more?
that website also lists other harbor tours, of islands off Boston, which are fun.
okay, that's all for now.