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Boston Emerald Necklace Guided Bicycle Tour

4.8 (16 reviews) · By Urban AdvenTours

Explore Boston’s most beautiful green spaces on the Boston's Emerald Necklace Guided Bicycle Tour. This ride offers a unique way to see the city’s parks, from the shaded boulevards of Commonwealth Avenue to the scenic shores of Jamaica Pond and the winding paths of the Arnold Arboretum. It’s a favorite among locals and a perfect way to experience Boston’s natural beauty without leaving the city behind.

Spanning around 15 miles and lasting up to 4 hours, this tour takes you through a series of iconic neighborhoods and hidden gems. You’ll pedal past landmarks like TD Garden, Beacon Hill, and Copley Square, all while enjoying the peaceful surroundings of the Emerald Necklace park system. The foliage peaks in color between mid-October and early November, making it an especially stunning time for this adventure.

Designed for active adults with a moderate level of fitness, this tour is a fun, engaging way to combine sightseeing with some light exercise. Whether you’re a history buff, a nature lover, or just looking for a memorable way to see Boston, this guided bike tour delivers a rich experience packed with local insights and scenic views.

Frequently asked questions

How long is the Boston's Emerald Necklace Guided Bicycle Tour?

The tour lasts about 4 hours and covers at least 15 miles, including some hills.

What should I bring or wear?

Wear comfortable clothing suitable for biking and moderate physical activity. Bring sunscreen, sunglasses, and a water bottle. Helmets are provided.

Is this tour suitable for children?

The tour is designed for adults aged 16 to 99 who are comfortable biking for several hours and covering a fair distance.

What if the weather is bad?

Tours may be canceled in bad weather. You’ll be notified in advance if a cancellation occurs, and refunds are not available for cancellations made by the customer.

Can I join if I’m not an experienced cyclist?

The route includes some hills and requires a moderate level of fitness. Basic cycling skills are recommended for a comfortable experience.

Non-refundable

All sales are final. No refunds are available for cancellations. Tours may be canceled due to bad weather.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 4 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 4 hours
Languages English
Group size Up to 15
Ages Adult 16–99
Accessibility Moderate physical fitness required

What's included

Included

  • Professional guide
  • Bicycle rental
  • Helmet use

Not included

  • Gratuities

Itinerary

This 4-hour bike tour takes you through Boston’s historic neighborhoods and scenic parks, highlighting the city’s Emerald Necklace system and other iconic sights.

  1. Stop 1

    Arrive 30 minutes early to sign a waiver, get fitted on your bike, and receive safety instructions from your guide.

    30 minutes
  2. Stop 2 Pass by

    Start in Boston’s North End, the Italian neighborhood filled with the aroma of garlic and delicious pastries. Your guide can recommend local eateries at the end.

  3. Stop 3 Pass by

    Learn about the inspiration behind Boston’s new bridge as your guide shares fun facts about its design.

  4. Stop 4 Pass by

    Pass by TD Garden, home to the Boston Bruins, Celtics, and many concerts.

  5. Stop 5 Pass by

    Cycle through Beacon Hill, one of Boston’s most photographed neighborhoods.

  6. Stop 6

    Stop at Louisburg Square, known for its literary residents like Louisa May Alcott and Robert Frost.

    5 minutes
  7. Stop 7 Pass by

    Ride along the Esplanade, passing the Hatch Shell, famous for Boston Pops concerts and Fourth of July fireworks.

  8. Stop 8 Pass by

    Explore the Back Bay Fens, designed by Frederick Law Olmsted, home to WWII Victory Gardens and two art museums—the Isabella Stewart Gardner Museum and the Museum of Fine Arts.

  9. Stop 9 Pass by

    Stop outside the MFA to see a unique art installation. The museum’s exhibits are always worth exploring.

  10. Stop 10 Pass by

    Pass by the Isabella Stewart Gardner Museum—plan a visit during your stay in Boston.

  11. Stop 11

    Ride through the entire Emerald Necklace, a chain of parks that makes you forget you’re in a city.

    1 hour
  12. Stop 12

    Visit Jamaica Pond, a kettle pond within the park system.

    5 minutes
  13. Stop 13

    Cycle through the Arnold Arboretum, the second link in the Emerald Necklace.

    5 minutes
  14. Stop 14 Pass by

    Ride through Boston’s South End neighborhood.

  15. Stop 15

    Finish at Copley Plaza, surrounded by historic buildings like the John Hancock Tower, Trinity Church, and the Boston Public Library. It’s also the Boston Marathon finish line.

    10 minutes
  16. Stop 16

    See Trinity Church during your stop at Copley Plaza.

    5 minutes
  17. Stop 17

    View the John Hancock Tower at Copley Square.

    5 minutes
  18. Stop 18

    Visit the Boston Public Library at Copley Square.

    5 minutes
  19. Stop 19 Pass by

    Ride along Commonwealth Avenue’s bike path.

  20. Stop 20

    Visit America’s oldest park.

    5 minutes
  21. Stop 21 Pass by

    Explore Downtown Crossing, Boston’s original shopping district.

  22. Stop 22 Pass by

    While we don’t follow the entire Freedom Trail by bike, we cross it multiple times during the tour, giving you glimpses of historic sites.

  23. Stop 23 Pass by

    See the Old South Meeting House during your ride through Downtown Crossing.

  24. Stop 24 Pass by

    Visit the Rose Kennedy Greenway, a modern park with art installations, gardens, splash fountains, and farmers markets.

  25. Stop 25

    From Long Wharf, enjoy views of the Old State House, the Seaport District, and East Boston.

    10 minutes

Meeting point & pickup

Meet at the starting point 30 minutes before your scheduled tour time.

Cancellation & confirmation

Non-refundable

All sales are final. No refunds are available for cancellations. Tours may be canceled due to bad weather.

  • 0% refund if canceled at least 0 days before the tour
  • May be canceled in case of bad weather

Instant confirmation

Your booking is confirmed immediately after checkout.

From $99.00 per person

Adult Age 16–99
1
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