Best Plymouth Walking Tours

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Are you planning a trip to historic Plymouth, Massachusetts and are looking for a great walking tour? Then check out the walking tours in this article.

Plymouth walking tours are a fun and easy way to explore Plymouth’s historic sites. Since many of these sites are located in the historic district downtown, you can easily visit them on a walk around town.

These walking tours also make a great activity during downtime while on vacation, on a Plymouth tour from Boston or on a tour of Cape Cod.

The tours on this list range from 30 minutes to 90 minutes long and explore 17th, 18th and 19th century homes and sites in Plymouth.

In addition, some of these tour companies also offer other types of tours, such as food and wine tours.

The following is a list of Plymouth’s best walking tours:

Jenney Museum Educational Tours:

The Jenney Museum offers two walking tours: Discover Plymouth’s History Tour and Forefathers Monument Tour.

The Discover Plymouth’s History is a walking tour that explores Plymouth’s historic district. It visits the historic spots in Plymouth, such as Plymouth rock, and explains how they are connected to the pilgrims and also discusses the challenges the pilgrims faced in Plymouth.

Base of the Forefathers Monument in Plymouth, Massachusetts

Base of the Forefathers Monument in Plymouth, Massachusetts

The Forefathers Monument tour visits the the Forefathers Monument on Allerton Street. The monument, built in 1899, commemorates the Mayflower pilgrims and at 81-feet-tall, it is the world’s largest solid granite sculpture. The monument tells the story of the Pilgrims and how their faith shaped our country.

Plymouth Pedicab Tours:

Although not technically walking tours, Plymouth Pedicab offers a History Tour, a Wine Tasting Tour, a Seafood Sampling Tour, an Ice Cream Tour and a Lobster Roll Tour all via their pedicab.

The history tour is available in 30-minute, 60-minute and 90-minute sessions. This guided tour explores Plymouth’s historic locations such as Plymouth Rock, the original location of Plymouth colony village and six historic houses and also visits the Mayflower II and the Plimoth Grist Mill.

The Seafood Sampling Tour is a “pub-crawl” type of tour that is fully customizable and explores the local seafood restaurants and eateries. You can choose to visit 3, 4, or 5 of Plymouth’s restaurants and enjoy a house specialty at each stop. One appetizer at each location is included in the tour.

The 2-hour Wine Tasting Tour includes a 45-minute wine tasting at each of Plymouth’s two wineries and 30 minutes of leisurely pedal time.

The 30-minute Ice Cream Tour is a fun little tour where you ride around taking in the beautiful scenery of Plymouth while enjoying an ice cream.

The 90-minute Lobster Roll Tour includes a leisure ride around the historic waterfront, with a quick stop to pick up some lobster rolls, followed by a picnic lunch complete with New England lobster rolls, chips, and a drink right on the beach overlooking Plymouth harbor.

All tours are available Thursday 12-6pm, Friday & Saturday 12pm-1am and Sunday 12pm-6pm.

Spirit of Plymouth Tours:

Spirit of Plymouth Tours offers a Hometown Heroes Walking Tour. This 90-minute tour explores the history of Plymouth’s famous residents, such as the Pilgrims as well as local Revolutionary War soldiers and patriots, during a stroll through downtown Plymouth.

Tours are available June through October, Thursday – Sunday at 7pm. Monday through Wednesday tours are available by reservation only.

Pilgrim Path Audio Tours:

Pilgrim Path Tours offers a free audio tour of Plymouth. To listen to the tour, download the map and then scan the QR codes on the Pilgrim Path Tour signs around Plymouth with your phone. This will take you to the website so you can hear all about the stops on the Pilgrim Path.

You can also download the audio clips to your phone or MP3 player ahead of time. If you don’t have a phone or MP3 player, you can stop by the Visitors Center at 130 Water Street and rent an MP3 player. Disposal headphones are also available for purchase at the center.

The tour starts at the Hedge House and continues through the tiny sides streets where you’ll see various historic homes dating back to the 17th, 18th and 19th centuries.

Plimoth Plantation, Plymouth, Mass

Plimoth Plantation, Plymouth, Mass

The tour then takes a side trip through the Plimoth Plantation Museum and then returns to the center of town for a tour of Town Square, Court Street and the Waterfront.

The tour include stops at:

Stop #1: Hedge House
Stop #2: Pilgrim Mother
Stop #3: Mayflower II
Stop #4: Plimoth Plantation
Stop #5: Plymouth Rock
Stop #6: William Bradford statue
Stop #7: Cole’s Hill
Stop #8: Massosoit statue
Stop #9: United American Indians of New England plaque
Stop #10: Site of original settlement on Leyden Street
Stop #11: Immigrant Monument
Stop #12: Town Brook
Stop #13: Pilgrim Maiden statue
Stop #14: Howland House 1677
Stop #15: Town Training Green
Stop #16: Harlow Old Fort House 1677
Stop #17: 1749 Courthouse Museum
Stop #18: Richard Sparrow House
Stop #19: Jenney Grist Mill
Stop #20: The Nemasket Trail
Stop #21: Burial Hill
Stop #22: Town Square
Stop #23: King Philip’s War Plaque
Stop #24: Spooner House
Stop #25: Mayflower Society Museum
Stop #26: 1820 Courthouse
Stop #27: Pilgrim Hall Museum
Stop #28: Forefathers Monument

“Historic Downtown Plymouth Walking Tour.”, Boston Globe Media Partners, LLC,
“Tours.” Destination Plymouth County, Massachusetts. Destination Plymouth Council,

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Best Plymouth Walking Tours

About Rebecca Beatrice Brooks

Rebecca Beatrice Brooks is the author and publisher of the History of Massachusetts Blog. Rebecca is a freelance journalist and history lover who got her start in journalism working for small-town newspapers in Massachusetts and New Hampshire after she graduated from the University of New Hampshire with a B.A. in journalism. Visit this site's About page to find out more about Rebecca.