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Explore Boston’s Emerald Necklace on a 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 takes you through Frederick Law Olmsted’s famous park system, allowing you to see the city from a fresh perspective—surrounded by lush trees, peaceful ponds, and scenic paths. Whether you're a local or visiting, this tour offers a unique way to experience Boston’s parks, from Jamaica Pond to the Arnold Arboretum.

The tour lasts around 4 hours and covers at least 15 miles, with some hills along the way. It’s perfect for those comfortable on a bike and eager to discover hidden gems in the city. The foliage is especially stunning from mid-October to early November, making it a great seasonal activity.

Join a knowledgeable guide, enjoy use of a bike and helmet, and immerse yourself in Boston’s vibrant green spaces. This is a fantastic way to combine outdoor activity with cultural sights, all while enjoying the fresh air 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 be comfortable with to join this tour?

Participants should have at least a moderate level of physical fitness and be comfortable riding a bike for several hours.

Are bikes and helmets included?

Yes, the tour includes the use of a bicycle and helmet. You'll also have a professional guide.

Can I join if I’m not a local?

Absolutely! The tour is perfect for visitors wanting to see Boston’s parks and neighborhoods from a different angle.

Is the tour suitable for children?

This tour is designed for adults aged 16-99. Riders should be comfortable on a bike and physically active.

What if the weather is bad?

The tour may be canceled in bad weather conditions. Refunds are not available for cancellations, but you can reschedule if possible.

Non-refundable

All sales are final. No refunds are available for cancellations.

Reserve now

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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 people
Ages Adults 16–99
Accessibility Moderate physical fitness required

What's included

Included

  • Professional guide
  • Use of bicycle
  • Use of helmet

Not included

  • Gratuities

Itinerary

  1. Stop 1

    Arrive at the shop 30 minutes before your tour, sign a waiver, and get fitted on your bike. Your guide will give an overview and safety tips.

    30 minutes
  2. Stop 2 Pass by

    Start in Boston’s North End, the Italian neighborhood, where you might smell garlic as you ride through. Your guide can recommend local restaurants or pastry shops afterward.

  3. Stop 3 Pass by

    Learn about the design inspiration behind Boston's new bridge from your guide.

  4. Stop 4 Pass by

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

  5. Stop 5 Pass by

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

  6. Stop 6

    Visit Louisburg Square, known for past 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 during the Fourth of July.

  8. Stop 8 Pass by

    Explore the Back Bay Fens, part of the Emerald Necklace, home to WWII Victory Gardens and nearby art museums.

  9. Stop 9 Pass by

    Stop outside the MFA to see a current art installation. The museum is worth visiting during your trip.

  10. Stop 10 Pass by

    Pass by the Isabella Stewart Gardner Museum; plan a visit during your stay.

  11. Stop 11

    Cycle through the entire Emerald Necklace, a chain of parks and green spaces that make you forget you're in the city.

    1 hour
  12. Stop 12

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

    5 minutes
  13. Stop 13

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

    5 minutes
  14. Stop 14 Pass by

    Pass through Boston's South End neighborhood.

  15. Stop 15

    Finish at Copley Plaza, surrounded by historic buildings like John Hancock Tower, Trinity Church, and 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

    Stop by the Boston Public Library in Copley Square.

    5 minutes
  19. Stop 19 Pass by

    Ride along the bike path on Commonwealth Avenue.

  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 on bike, we cross it multiple times, giving you glimpses of Boston’s historic route.

  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 recent park created during the Big Dig, featuring art, gardens, splash fountains, and 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

Cancellation & confirmation

Non-refundable

All sales are final. No refunds are available for cancellations.

  • 0% refund if canceled at least 0 day(s) before
  • May be canceled due to bad weather

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Your booking is confirmed immediately after checkout.

From $99.00 per person

Adult Age 16–99
1
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