Cape Ann Self Guided Driving Tour Audio/GPS Gloucester, Rockport
- 2–4 hours
- Free cancellation up to 24h before
- Guided in English
- Instant confirmation
Highlights
Explore the coastline of Gloucester and Rockport, Massachusetts, with this self-guided GPS audio driving tour of Cape Ann. Discover the rich history of Cape Ann as you visit iconic sites like the medieval Hammond Castle Museum and picturesque Halibut Point State Park. Learn about the granite industry's fascinating past and the artistic legacy of local painters like Fitz Henry Lane while enjoying stunning views along Route 127 and 127A. This tour allows you to explore at your own pace, making it perfect for families and history enthusiasts alike. - Self-guided tour covering 25 miles of scenic coastline - Visit historical sites like Hammond Castle and Eastern Point Lighthouse - Flexible pacing allows for stops at beaches, museums, and trails - Family-friendly, suitable for all ages and no 4WD required
Inclusions
What's included
- Self-Guided Driving Tour on our Self Guided Tour app of Cape Ann
- The tour never expires, go at your own pace, anytime
- Autoplay - the tour plays automatically as you driving using GPS
- Carplay or phone play the tour on either.
What's not
- No admission to sites this tour is all outside and a driving tour
Itinerary
Stage Fort Park marks the site where English fishermen established the settlement that eventually became Gloucester. Visitors can enjoy harbor overlooks, historic markers, walking paths, picnic areas, beaches, and some of the best views on the tour.
This historic marker commemorates the 1623 fishing settlement that helped establish the Massachusetts Bay Colony. It provides an important introduction to Gloucester’s early European history and its connection to the Atlantic fishing industry.
The iconic Man at the Wheel statue honors the thousands of Gloucester fishermen who never returned from the sea. Its inscription and harbor setting make it one of the most moving and recognizable memorials in New England.
The Blynman Canal provides a shortcut between Gloucester Harbor and the Annisquam River and is often described as one of the earliest canals dug in North America. Watch boats pass beneath the drawbridge while enjoying views of Gloucester’s historic waterfront.
This small harborfront park honors legendary Gloucester fishing captain Solomon Jacobs, once known as the King of the Mackerel Killers. The park offers waterfront views and easy access to Maritime Gloucester.
Located at the entrance to Gloucester Harbor, Eastern Point Lighthouse has guided ships since the 19th century. The surrounding coastline, harbor entrance, and views toward Dog Bar make it one of the most scenic lighthouse stops on Cape Ann.
Bass Rocks offers dramatic views of waves breaking against Cape Ann’s ancient granite shoreline. The striking light, exposed ledges, and open ocean have attracted artists including Winslow Homer and Edward Hopper.
Good Harbor Beach is one of Gloucester’s most popular beaches, known for soft sand, Atlantic surf, and views toward Salt Island. At low tide, visitors can sometimes walk across the sandbar toward the island.
View the historic Straitsmouth Island Lighthouse from the mainland near Straitsmouth Cove. First established in 1835, the light warns vessels away from dangerous reefs and ledges near Rockport Harbor.
Drive through and explore the historic, artsy must see town of Rockport and hear it's story.
Back Beach offers a rocky shoreline, harbor views, and a clear look toward Rockport’s famous Motif Number One. It is also popular with scuba divers because of its easy shore access.
This red fishing shack is one of the most painted and photographed buildings in America. The current structure is a faithful replica of the original, preserving the symbol that helped define Rockport’s artistic identity.
Cancellation
Free cancellation up to 24 hours before the experience starts, for a full refund.
Reviews
4.0
- 51
- 40
- 31
- 20
- 10
Ratings come from 2 reviews collected by our booking partner. They are travellers' own words, in the order they were written — never reordered to flatter the experience.
Know before you go
- Meeting point
- The tour starts at stage fort park parking lot
- Pickup
- Everyone meets at the starting point; there is no pickup.
- Ticket type
- Mobile or paper ticket accepted
- Operated by
- WalknTours
- Suitable for all physical fitness levels
How it compares in Gloucester
- Its from-price is 73% below the median of the 11 experiences we list in Gloucester.
- Its length is typical for the group.
- By number of reviews it ranks 7 of 11.
- The operator lists free cancellation on it.
About Gloucester
Gloucester is a Massachusetts fishing port on Cape Ann, one of the oldest in the country, with a fishermen's memorial, rocky coves and beaches.
Gloucester sits on Cape Ann, a granite headland north-east of Boston, and has been a fishing port since 1623, which makes it one of the oldest in the country. The Man at the Wheel, a bronze fisherman at the helm on the harbourfront, honours the fishermen lost at sea, and the town was the home port of the boat in the book The Perfect Storm. A Catholic church with blue-domed towers, dedicated to Mary as protector of seafarers, watches over the harbour, and Portuguese and Sicilian families still shape the town's culture.
Top-ranked sights in Gloucester: Eastern Point Lighthouse, Hammond Castle Museum.

