Forget the crowded hop-on, hop-off buses and rushed group tours where you're just another face in the crowd. Picture Boston is a completely different kind of city experience — intimate, immersive, and carefully curated for people who want to feel this extraordinary city truly. Fully narrated by one of Boston's own expert local guides, you'll glide through neighborhoods rich with history, step out at the city's most photogenic corners, and leave with both a deeper understanding of Boston — and a camera roll that will leave your friends speechless. Whether you're visiting for the first time or rediscovering the city you call home, Picture Boston will show you something you've never seen before.
A picturesque public square known for its blend of historic and modern architecture. Tourists can admire and photograph some of Boston's most iconic landmarks together in one frame.
A stunning Romanesque Revival masterpiece and National Historic Landmark. Visitors can admire its intricate stonework and famous reflection in the Hancock Tower's glass.
New England's tallest skyscraper, wrapped in mirrored blue glass. Tourists love capturing how it reflects the surrounding historic buildings.
The first publicly supported municipal library in the United States was one with grand columns and a beautiful Renaissance-style courtyard. A must-see for architecture and history lovers.
A serene, often-overlooked gem with a sweeping 670-foot reflecting pool. Perfect for photographers seeking dramatic architectural shots.
A massive Renaissance-inspired domed church anchors the plaza. Visitors can take in its grand exterior and peaceful surroundings.
America's oldest Major League Baseball stadium and home of the Boston Red Sox. Fans can photograph the legendary "Green Monster" wall and soak in over a century of baseball history.
One of the world's leading research universities, with a campus full of bold modern architecture. Tourists can stroll past iconic buildings and feel the academic energy.
The lively, historic heart of Cambridge surrounds Harvard University. Visitors can explore eclectic shops, cafés, bookstores, and centuries of intellectual tradition.
A historic bridge with distinctive "salt-and-pepper-shaker" towers connecting Cambridge back to Boston. Provides another fantastic vantage point for skyline photography.
Beacon Hill's charming main street is lined with antique shops, boutiques, and cozy cafés. A wonderful place to wander and feel transported back in time.
One of America's most beautiful neighborhoods, with gas-lit cobblestone streets and 19th-century brick townhomes. Tourists can stroll picturesque side streets that feel cinematic at every turn.
A historic waterfront pier dating back to the 1600s. Visitors can enjoy stunning harbor views and watch boats come and go from one of Boston's most vibrant gathering places.
One of New England's most iconic food halls, packed with local vendors and eateries. A perfect spot for lunch, people-watching, and street performances.
A scenic working harbor that played a central role in American history. Tourists can take in sweeping water views and spot ferries, sailboats, and waterfront landmarks.
Boston's oldest surviving neighborhood and famous Italian quarter. Visitors can wander narrow cobblestone streets and enjoy fresh cannoli from century-old bakeries.
A historic shipyard that built and serviced U.S. Navy vessels for 174 years. Tourists can explore maritime history right on the waterfront.
The world's oldest commissioned naval vessel still afloat, launched in 1797. Visitors can marvel at this magnificent warship and the legends behind its nickname.
Home arena of the Boston Celtics and Boston Bruins. Sports fans can snap a photo outside this iconic venue at the heart of the West End.
Known as the "Cradle of Liberty," where Samuel Adams and the Sons of Liberty rallied for American independence. A lively spot full of history, vendors, and street performers.
A small square honoring the master of mystery, born nearby in 1809. Visitors can see the striking bronze statue of Poe with his trench coat billowing and a raven at his side.
Would give negative if I could! Do NOT book w/them. Tour cancelled-Didn’t notify us. Found out at the site from another tour guide, when we arrived. Still have not received a refund. They should have their license revoked. BAD EXPERIENCE. Ruined our planned day in Boston for sightseeing.
They cancelled my trip without contacting me. I am in a wheelchair, so it was difficult getting there.
Directions to the meeting point terrible Customer service terrible Time set for the activity terrible In other words just tertible
Strongly recommend! Great experience and value with Crafty, our tour Guide who was exceptionally knowledgeable, humble, patient, informative with quality sense of humor. Crafty made this Boston and Cambridge sightseeing half day tour memorable. My wife and I were not rushed and he went over and above the norms to make our small group of tourists feel special. I strongly recommend this tour .please ask for Crafty and ask for his treasure chest of stories about Boston.
Great value for money. One of the best ways to see a little bit about the whole city and surrounding areas. Crafty our tour guide was fantastic and quire knowledgeable. The bus was clean and cool, so fefinitely welcome on the hot summer days
Thank you for your wonderful review! We’re so glad you enjoyed the tour and found it to be a great value. We’ll be sure to share your kind words with Crafty—they’ll be thrilled to hear them. We appreciate your support and hope to welcome you back to Boston Sightseeing on your next visit!
History abounds on this tour! Excellent guide, Crafty is very knowledgeable! He is also funny and caring!
Thank you for your kind review! We’re thrilled to hear you enjoyed the tour and Crafty’s entertaining and informative storytelling. We’ll be sure to share your compliments with him.
This was a neat way to see Boston! It was nice having a more personalized experience. We were a group of eight and had the bus to ourselves. Crafty our driver was awesome and gave us all kinds of neat informative tidbits of Boston history along the way. If we wanted to stay a little longer in one spot, Crafty was very accommodating. Definitely a great option to see the sites of Boston.
Thank you for your wonderful review! We’re so glad you enjoyed your Boston tour and that Crafty helped make it a memorable experience with his knowledge and flexibility. Your kind words and recommendation mean a lot to us. We hope to welcome you back on another tour soon!
We chose this tour so that we would see Harvard Square along the way. But the tour changed and we didn’t go there. In fact our time in Cambridge consisted of driving thru the bridge, pass MIT really fast then turn around to the other bridge to get back to downtown area. Perhaps they need to allocate more time so they can complete the itinerary. The guide, Crafty was nice and knowledgeable.
