Explore Boston and Cambridge on an Authentic City Tour

Key facts

What's included

Itinerary

1. Stop 1 Pass by

   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.

2. Stop 2 Pass by

   A stunning Romanesque Revival masterpiece and National Historic Landmark. Visitors can admire its intricate stonework and famous reflection in the Hancock Tower's glass.

3. Stop 3 Pass by

   New England's tallest skyscraper, wrapped in mirrored blue glass. Tourists love capturing how it reflects the surrounding historic buildings.

4. Stop 4 Pass by

   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.

5. Stop 5 Pass by

   A serene, often-overlooked gem with a sweeping 670-foot reflecting pool. Perfect for photographers seeking dramatic architectural shots.

6. Stop 6 Pass by

   A massive Renaissance-inspired domed church anchors the plaza. Visitors can take in its grand exterior and peaceful surroundings.

7. Stop 7 Pass by

   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.

8. Stop 8 Pass by

   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.

9. Stop 9 Pass by

   The lively, historic heart of Cambridge surrounds Harvard University. Visitors can explore eclectic shops, cafés, bookstores, and centuries of intellectual tradition.

10. Stop 10 Pass by

    A historic bridge with distinctive "salt-and-pepper-shaker" towers connecting Cambridge back to Boston. Provides another fantastic vantage point for skyline photography.

11. Stop 11 Pass by

    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.

12. Stop 12 Pass by

    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.

13. Stop 13 Pass by

    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.

14. Stop 14

    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.

    45 minutes

15. Stop 15 Pass by

    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.

16. Stop 16 Pass by

    Boston's oldest surviving neighborhood and famous Italian quarter. Visitors can wander narrow cobblestone streets and enjoy fresh cannoli from century-old bakeries.

17. Stop 17 Pass by

    A historic shipyard that built and serviced U.S. Navy vessels for 174 years. Tourists can explore maritime history right on the waterfront.

18. Stop 18 Pass by

    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.

19. Stop 19 Pass by

    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.

20. Stop 20 Pass by

    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.

21. Stop 21 Pass by

    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.

Meeting point & pickup

Meet at the starting point

Please arrive at 8 Park Plaza, Boston, MA. Our office and check-in point are located there. Look for our tour guide wearing a red T-shirt with the Boston Sightseeing logo for easy identification and assistance upon arrival.

Cancellation & confirmation