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Planning a trip to Boston and want to go beyond the usual tourist route? This 24 hour Boston travel guide covers the best things to do, eat, and see without stepping foot on the Freedom Trail. From historic stadiums and world class museums to iconic food, this is your ultimate one day Boston itinerary for 2026.
Let us know what you think in the comments!
Freedom Trail video – https://www.youtube.com/watch?v=pdJx_nMi5XM
Chapters
0:00 Intro
0:19 Mike and Patty’s Breakfast
1:02 Boston Public Library
2:27 Fenway Park Tour
5:40 Unbound Merino
6:40 Isabella Stewart Gardner Museum
8:29 Boston Tea Party Ships & Museum
11:01 Boston Harbor Walk
11:47 Lobster Rolls
13:17 Castle Island
14:16 Sullivan’s Castle Island
15:05 Boston Public Garden (Good Will Hunting Bench)
16:20 Yvonne’s Restaurant & Bar
18:21 Continue Exploring Boston with us
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Born and raised in Salem Mass.. 20 minutes north of boston. Let's see what you got
I have a list of over 25+ reasons to move to and live in Connecticut. May I list a few?
.5) Half of the US Navy's submarines, 1/4 of all jet engines and 1/5 of helicopters IN THE WORLD are made in Connecticut. – BTW, the first submarine was invented in New London, CT.
1.) History: Although vehemently denied by the Smithsonian, the TRUE FIRST IN FLIGHT honor goes to Gustave Whitehead who flew over 1/2 mile in Bridgeport, Connecticut in 1901, 2 years before the Wright Brothers. There are plenty of investigative reports that bear this out, some are on YouTube, & the State of Connecticut & the City of Bridgeport legislated a special day honoring Gustave Whitehead for this achievement.
2.) Climate: Conn. has the stable range of all 4 seasons (without the danger you see on the news of some areas in the US) with beautiful foliage in the Autumn, try Route 7 up the Housatonic River, dotted with Covered bridges, restaurants and antique shops all the way to the Mass. border.
3.) Sports: 2 AHL Hockey Teams in Bridgeport & Hartford (newly renovated stadium), 2 Baseball Teams in Hartford and Norwich, CT. (Hartford Stadium described as best new stadium in MiLB). There are 4 ski Mountains in Conn., 4 NASCAR Racetracks including Lime Rock Speedway which is frequented by more than a few movie stars. There are over 170 Golf Courses in CT both public & private.
4.) Universities: Home of perennial NCAA National Champions UCONN & Quinnipiac, also Yale University in New Haven, CT now rated among the top 10 Universities IN THE WORLD. Connecticut also runs its own State-level High School System that will teach your children a trade of their choice such as Nursing, Plumbing, Manufacturing, CAD design & more already PAID FOR INCLUDED BY YOUR TAXES and help them qualify for a Professional License. How's that for a good start for any 18-year-old? This state-run High School System has its own campuses and sports teams that play against the local High Schools and other State High Schools around Connecticut.
5.) Vineyards: There are over 35 Vineyards in Conn., with award winning vintages. Some even have their own restaurants making you feel like you're in France!
6.) Military: CT is the home of the US Coast Guard in New London, CT and also a US Navy Submarine base in Groton, CT. BTW, you can tour a real Navy sub FOR FREE at this Naval base in Groton.
7.) More history: Capt. Kidd is noted as depositing his treasure on an island up the Connecticut River and along the Housatonic River near Stratford & Shelton, CT. Ancient history has a historical site called "Gungywamp" near Groton, CT and is said to date all the way to about 500 AD & is credited to ancient Celtic explorers.
8.) Travel: The are over 30 airports & airfields in Conn., some offering Regional and International flights.
9.) Zoos & Wildlife exhibits: There is Beardsley Zoo in Bridgeport plus 2 Maritime Museums in Norwalk & Mystic, Connecticut, with live hands on exhibits. There are also smaller ones like at Hammonasset State Park along the Connecticut Coastline. And of course, the Zoos in NYC, Rhode Island & Boston are an easy drive from Connecticut.
10.) Proximity: As mentioned, NYC & Boston are an easy drive from anywhere in CT (1-1/2 hrs. on average), so you can work, visit, and enjoy what they offer, but don't have to live in the middle of their overcrowding, crime and resource starved cities.
11.) The Connecticut coast is dotted with almost 50 islands, (off Norwalk & Branford CT) and 14 lighthouses, some you can AirBnB, others have homes, lighthouses, one was the Summer White House of President Taft and another island has a US Wildlife Lab & pavilion you can access by water taxi, and the Park Rangers there will tour you the island for free. There are water-tours available of these islands called the Thimble Islands.
12.) Connecticut is home of famous stars such as Meg Ryan, Michael Bolton, Paul Newman, the Carpenters, Katherine Hepburn, JP Morgan (yes, that one), Suzanne Collins (from the Hunger Games), Daniel Webster (Webster’s dictionary), PT Barnum (Barnum & Bailey 3 Ring Circus), Charles Goodyear (Goodyear Tire & Rubber Co.), Secretary of State Henry Kissinger and the Mayor of Mexico City both lived in Litchfield County, Conn., Cartoonist Gary Trudeau, NBC’s Jane Pauley, Actress Glen Close, Family Guy creator Seth MacFarlane, US President George Bush & still others.
13.) Agriculture #1: The 3 largest dairies in Conn. have over 2,000 cows each and are a very large supplier to famous cheeses like Cabot cheese & others. Some of these dairies you can tour for free – they use huge rotary milking platforms to do 'their work' and each herd happily co-operates!
14.) Agriculture #2: Connecticut is the nation's largest supplier of black currant and a major (very major supplier) of: lavender, apples & sunflowers.
15.) Castles: There are 7 castles in the State, besides the huge mansions that people build, some are in State Parks, along the Connecticut River, some you can tour and rent out for your affair, and one is due for an extensive renovation in Danbury.
16.) The Connecticut coast has 14 lighthouses, 1 is on it’s own island, some you can tour & at least 1 you can stay overnight in (Old Saybrook)
17.) If casinos are your thing, Foxwoods, Mohegan Sun & MGM are about as famous as you’re going to get, all in the Mystic CT area.
18.) There are a plethora of Museums & Theaters in Conn.: New Haven (British Art Museum for one), Hartford Art Athenaeum (50,000 pieces of art from Caravaggio, Cole & Van Dyck), Bridgeport has 4 museums, and just saw Jay Leno in the Warner Theater in Torrington, CT and also the Palace Theater in Waterbury, CT.
There's no way I can say this without sounding like a jerk or mean, but I mean, this, just to be honest as a random dude, on the internet, your videos have good landscape photography. But when you talk and go around the places it actually makes me not want to travel because I feel like it's just so boring and it would be just so boring going there with you. I'm sorry, dude.
Izabella Stuart Gardener was very cool.
I love Boston ❤️
A classic lobster roll in Boston is made with mayo. With warm butter is a Connecticut thing.
And it's not "Boston Chowder". It's New England Clam Chowder.
Fantastic video! Thanks so much for visiting us! "HUZZAH!"
good video ,boston is my favorite city on earth . the food is off the hook y next trip back i need to hit the yankee lobster house , that looked good
Hate to be the bearer of bad news, but eating a snapper dog from Sully's isn't enough to make you a Boston resident.
The Elizabeth Stewart Gardner Museum heist was in 97 or 98 not 1990
with all due respect, how is this the boston nobody shows you. You're still downtown, going to fairly popular places. If you want to the vietnamese section in Fields Corner or maybe the Mt. Auburn Cemetery I'd take you a bit more seriously
Love that library it so majestic ❤
When you went to Boston Copley Library, why didn't you visit any restaurants at the library? There are 3 restaurants/ cafes there
Just to think our forefathers actually fought for taxation without representation. Now they just take it all from us
I’m Boston born and bred….you guys did a great job …..I played at Castle Island as a child in the 60s
A petition has circulated since 2014 to place a statue of Robin Williams on the bench in the Public Garden but the city has yet to approved it, partly due to a moratorium on new monuments in that park.
You've made an excellent video here, with the only inaccuracy being the title. Most of these are absolutely not in any way hidden or off-the-beaten path attractions, but rather mainstream places most tourists know about. Nothing wrong with that of course, and the video itself is great. I'd just edit the title. If you'd played candlepin that perhaps would've qualified, though 🙂
15:23 – You just a two min walk from Cheers, total worth a stop for tourists!
I have a list of over 25+ reasons to move to and live in Connecticut. May I list a few?
.5) Half of the US Navy's submarines, 1/4 of all jet engines and 1/5 of helicopters IN THE WORLD are made in Connecticut. BTW, the first submarine was invented in New London, CT.
1.) History: Although vehemently denied by the Smithsonian, the TRUE FIRST IN FLIGHT honor goes to Gustave Whitehead who flew over 1/2 mile in Bridgeport, Connecticut in 1901, 2 years before the Wright Brothers. There are plenty of investigative reports that bear this out, some are on YouTube, photos of Whitehead in the air in his plane, movies of replicas of his plane flying, a Museum in Germany dedicated to Whitehead & his achievement, & the State of Connecticut & the City of Bridgeport legislated a special day honoring Gustave Whitehead for this.
2.) Climate: Conn. has the stable range of all 4 seasons (without the danger you see on the news of some areas in the US) with beautiful foliage in the Autumn, try Route 7 up the Housatonic River, dotted with Covered bridges, restaurants and antique shops all the way to the Mass. border.
3.) Sports: 2 AHL Hockey Teams in Bridgeport & Hartford (newly renovated stadium), 2 Baseball Teams in Hartford and Norwich, CT. (Hartford Stadium described as best new stadium in MiLB). There are 4 ski Mountains in Conn., 4 NASCAR Racetracks including Lime Rock Speedway which is frequented by more than a few movie stars. There are over 170 Golf Courses in CT both public & private.
4.) Universities: Home of perennial NCAA National Champions UCONN & Quinnipiac, also Yale University in New Haven, CT now rated among the top 10 Universities IN THE WORLD. Connecticut also runs its own State-level High School System that will teach your children a trade of their choice such as Nursing, Plumbing, Manufacturing, CAD design & more already PAID FOR INCLUDED BY YOUR TAXES and help them qualify for a Professional License. How's that for a good start for any 18-year-old? This state-run High School System has its own campuses and sports teams that play against the local High Schools and other State High Schools around Connecticut.
5.) Vineyards: There are over 35 Vineyards in Conn., with award winning vintages. Some even have their own restaurants making you feel like you're in France!
6.) Military: CT is the home of the US Coast Guard in New London, CT and also a US Navy Submarine base in Groton, CT. BTW, you can tour a real Navy sub FOR FREE at this Naval base in Groton.
7.) More history: Capt. Kidd is noted as depositing his treasure on an island up the Connecticut River and along the Housatonic River near Stratford & Shelton, CT. Ancient history has a historical site called "Gungywamp" near Groton, CT and is said to date all the way to about 500 AD & is credited to ancient Celtic explorers.
8.) Travel: The are over 30 airports & airfields in Conn., some offering Regional and International flights.
9.) Zoos & Wildlife exhibits: There is Beardsley Zoo in Bridgeport plus 2 Maritime Museums in Norwalk & Mystic, Connecticut, with live hands on exhibits. There are also smaller ones like at Hammonasset State Park along the Connecticut Coastline. And of course, the Zoos in NYC, Rhode Island & Boston are an easy drive from Connecticut.
10.) Proximity: As mentioned, NYC & Boston are an easy drive from anywhere in CT (1-1/2 hrs. on average), so you can work, visit, and enjoy what they offer, but don't have to live in the middle of their overcrowding, crime and resource starved cities.
11.) The Connecticut coast is dotted with almost 50 islands, and 14 lighthouses, some you can AirBnB, others have homes, lighthouses, one was the Summer White House of President Taft and another island has a US Wildlife Lab & pavilion you can access by water taxi, and the Park Rangers there will tour you the island for free. There are water-tours available of these islands called the Thimble Islands.
12.) Connecticut is home of famous stars such as Meg Ryan, Michael Bolton, Paul Newman, US President George W. Bush (born in New Haven, CT), the Carpenters, Katherine Hepburn, JP Morgan (yes, that one), Suzanne Collins (from the Hunger Games), Daniel Webster (Webster’s dictionary), PT Barnum (Barnum & Bailey 3 Ring Circus), Charles Goodyear (Goodyear Tire & Rubber Co.), Secretary of State Henry Kissinger and the Mayor of Mexico City both lived in Litchfield County, Conn.
13.) Agriculture #1: The 3 largest dairies in Conn. have over 2,000 cows each and are a very large supplier to famous cheeses like Cabot cheese & others. Some of these dairies you can tour for free – they use huge rotary milking platforms to do 'their work' and each herd happily co-operates!
14.) Agriculture #2: Connecticut is the nation's largest supplier of black currant and a major (very major supplier) of: lavender, apples & sunflowers.
15.) Castles: There are 7 castles in the State, besides the huge mansions that people build, some are in State Parks, along the Connecticut River, some you can tour and rent out for your affair, and one is due for an extensive renovation in Danbury.
16.) The Connecticut coast has 14 lighthouses, 1 is on it’s own island, some you can tour & at least 1 you can stay overnight in (Old Saybrook).
17.) If casinos are your thing, Foxwoods, Mohegan Sun & MGM are about as famous as you’re going to get, all in the Mystic CT area.
18.) There are a plethora of Museums & Theaters in Conn.: New Haven (British Art Museum for one), Hartford Art Athenaeum (50,000 pieces of art from Caravaggio, Cole & Van Dyck), Bridgeport has 4 museums, and just saw Jay Leno in the Warner Theater in Torrington, CT and also the Palace Theater in Waterbury, CT.
beautiful place
I have never been to Boston but it looks cool. If The Dodgers were playing The Red Sox, would you have seen the game there? Also, isn't the Cheers bar there somewhere or the filming location at least?
Nobody shows you ?? 😂😂😂😂 Man the REAL Boston starts in the neighborhoods most people don’t wanna go in 😂😂😂 This is TYPICAL WHITE BOSTON 😂😂😂😂😂😂
Take your hat off at a reastaurant 😂
The stolen paintings are still in an attic in a house just outside of Boston….that's the word in the street anyway.
Thanks for coming to my city, those expensive Green Monster seats are perfect for people who aren't really baseball fans.
The aquarium, Charlestown Navy Yard & Old Ironsides, the North End, and Fanueil Hall are more great things.
You literally walked right by Barking Crab looking for a lobster roll 😦🤣 Major L. One of the besr restaurants in town. Unreal vibes in good weather.
As a local, I'll give you a 4 out of 10. You should have gone with a Harbor Islands visit over Castle Island, but that's not a terrible option. ISG Museum is an OK choice, but ICA is less famous and better. Kudos for the Harbor Walk – nice touch. But including a Fenway Park tour and the Tea Party Museum: blasphemy. Those are common tourist tropes beyond reason. The version "nobody" shows you cannot include two tourist traps as well as the Public Garden. Try harder.
If you are actually interested in seeing "the real Boston", visit Jamaica Plain, Harbor Islands, the Seaport (it's modern and very nice), West End Museum, or the South End. Or do what the rest of us do and spend more time in Cambridge or Somerville. That's where I take my kids when we finish with the Children's Museum or Museum of Science.
Lobster rolls look pretty good, but ya gotta venture down to cape cod and go to the Raw Bar in Popponesset or head up north to Gloucester and go to “Blue Collar Lobster”…regardless, do a vlog on the cape and venture to Nantucket and get the vineyard as well if you haven’t. It’s truly a whole other world down there 👍🏼
The Copley library has a rumored locked section that houses old texts in Latin that require a major in Latin to access.
FYI, when the movie Good Will Hunting came out, they did tours of Southie spots in the movie. Yea the locals at the L street tavern just loved having tourist in there (NOT).
Boston is a phenomenal city.
Fantastic! Love idea about bench memorial. One suggestion: remove your hat in that gorgeous restaurant (or any restaurant for that matter). ❤
One of my favorite cities in the world
You and Dad nail it and I used to live ina house that Good will hunting was film and surrounding areas are kool places too? Tall ships are coming in July Come back😮
my mom used to take us to castle island when we lived at the Columbia (now umass boston) point apartments. probably around 3 as i wasn't in school yet. went on a whale watching trip in 2022 and saw the constitution firing on the fort. they had a cannon firing back. believe this was one of the turn arounds where they take the ship out and turn it around at the dock to even the wear on the ship. hadn't seen castle island since one of those walks back around 1954 also hadn't seen the constitution since sometime in the 60's. did see ted williams hit a home run in fenway once though. probably in 5th grade. used to work near the Isabella museum, but never went. interesting places in this list, thinking of sending this to my niece who was up recently visiting boston but probably didn't try any of these.
I’ve taken that tour of Fenway several times! Such a special place!
How did you photoshop out the seagulls at Sullivans?