Boston · KENNEBUNKPORT TOURS

Top 12 Kennebunkport Tours, Priced and Timed

12 tours  ·  from $34 a head

The better kennebunkport tours book up early in summer and again in October. Below: the 12 to reserve first, what each includes and how they differ.

A Walk Through Time in Kennebunkport - Celebrating 200+ Years! - The Knott House and the stories behind the buildings
Boston Walking Tours, Kennebunkport Tours, Tour Reviews

A Walk Through Time in Kennebunkport – Celebrating 200+ Years!

1.A Walk Through Time in Kennebunkport – Celebrating 200+ Years!

★★★★★★★★★★5.0 · 111 reviews · 2 hours (approx.) · from $49Our pick

Spend about two hours exploring Kennebunkport’s historic district with a local guide. The small-group walk includes the Knott House, a home linked to one of Maine’s first families, and access to historic interiors. Guides such as Beth, Pete, Julie, and Marlene bring the town’s houses, families, and shipbuilding past into focus.

“It was a nice walking tour with an experienced guide Beth. She was very knowledgeable and pleasant. However, parking may take more time. We arrived 30min earlier and we needed that time to park the car.”

Check availability →Read our full review

Luxury Catamaran Sailing Charters in Maine - Wood Island Lighthouse and the open water
Boston Boat Tours, Kennebunkport Tours, Tour Reviews, VIP

Luxury Catamaran Sailing Charters in Maine

2.Luxury Catamaran Sailing Charters in Maine

★★★★★★★★★★5.0 · 85 reviews · from $135

Set sail with Captain Nils and first mate Nick from Saco aboard a spacious catamaran, with a maximum of six travelers. The two-hour cruise passes Wood Island Lighthouse, Old Orchard, Biddeford Pool, and Cape Porpoise. Keep watch for seals, bald eagles, and whales, and bring your own food and drinks.

“The trip was relaxing and amazing and it was the perfect length. The boat was spotless, plenty of room to roam, and learned a lot about local wildlife and history. We had a small group but the boat could probably hold 25 comfortably.”

Check availability →Read our full review

From Boston: Kennebunkport Day Trip & Optional Trolley Tour - Ogunquit: walk Marginal Way at your own pace
1-Day Tours, Boston Trolley Tours, Kennebunkport Tours, Tour Reviews, Tours

From Boston: Kennebunkport Day Trip & Optional Trolley Tour

3.Kennebunkport Day Trip & Optional Trolley Tour

★★★★★★★★★★5.0 · 44 reviews · 11 hours · from $135

Leave downtown Boston by air-conditioned minibus for York, Ogunquit, and Kennebunkport. You’ll stop at Nubble Light, walk part or all of Marginal Way, and have time to eat and browse in town. A 45-minute local trolley tour is an optional extra and includes a view of the Bush family compound at Walker’s Point. Guides have included Lucia and Coach.

“We loved the scenic and well-narrated drive. We enjoyed visiting the Nubble lighthouse and enjoyed our time in Kennebunkport. The trolley ride around Kennebunkport was awesome and informational. The lobster rolls at Allison’s made a fantastic lunch. Only regret we have is being unable to step into the ocean as our team was running late on the tour and didn’t have time for that kind of pitstop.”

Check availability →Read our full review

Sail Away: Explore Maine's Coastal Beauty on a 2-Hour Excursion - Old Orchard Beach from the water
2-Hour Experiences, Boston Boat Tours, Kennebunkport Tours, Tour Reviews, Tours

Sail Away: Explore Maine’s Coastal Beauty on a 2-Hour Excursion

4.Sail Away: Explore Maine’s Coastal Beauty on a 2-Hour Excursion

★★★★★★★★★★5.0 · 42 reviews · 2 hours (approx.) · from $139

Join a small-group, two-hour boat trip from Saco to see the Saco River, Wood Island Lighthouse, Saco Bay islands, Old Orchard Beach, and Biddeford Pool. The group is limited to six, and the crew may include Captain Bob, Chloe, or Jake. Cold bottled water and safety equipment are provided; blankets are available if needed.

“Captain Bon and Chloe were amazing. Boat is beautiful and they are very knowledgeable about sailing and the history of the lighthouses and islands. It’s a must do.”

Check availability →Read our full review

Kennebunkport: 2-Hour Historical Walking Tour - The Customs House and the shipbuilding era
2-Hour Experiences, Boston History Tours, Boston Walking Tours, Kennebunkport Tours, Tour Reviews, Tours

Kennebunkport: 2-Hour Historical Walking Tour

5.2-Hour Historical Walking Tour

★★★★★★★★★★4.9 · 36 reviews · 2h 30m · from $49

Walk from Dock Square along Maine Street and nearby lanes, hearing how shipbuilding changed Kennebunkport and learning about the people behind its old homes. The English-language tour is limited to nine people, lasts up to 150 minutes, and ends near Union Square with a local sweet treat. Guides have included Beth, Cynthia, Julie, Marlene, and Barbara.

“Cynthia was very informative and thorough. Pace of tour was very good.”

Check availability →Read our full review

Kennebunkport: Haunted Ghost Walking Tour - From White Columns to the first stories
Boston Ghost Tours, Boston Walking Tours, Kennebunkport Tours, Tour Reviews, Tours

Kennebunkport: Haunted Ghost Walking Tour

6.Haunted Ghost Walking Tour

★★★★★★★★★★4.3 · 29 reviews · 1h 30m · from $34Best value

Walk from White Columns through Kennebunkport and nearby Kennebunk with a local English-speaking guide. Hear about the Harriman family poltergeist, haunted inns, ghost ships, and sea serpents, with stops at places including Louis Graves Library and Nonantum Resort. Kenny is named as a guide, though the guide may vary. The walk lasts 90 minutes and costs $34 per person.

“The guide was colorful and gave lots of detailed stories. We thought we could visit some haunted places, would have been nice.”

Check availability →Read our full review

Kennebunkport, Maine: Lunchtime Culinary Walking Tour - Chowder, lobster, and the taste of Maine
Boston Walking Tours, Kennebunkport Tours, Tour Reviews, Tours

Kennebunkport, Maine: Lunchtime Culinary Walking Tour

7.Kennebunkport, Maine: Lunchtime Culinary Walking Tour

★★★★★★★★★★4.6 · 27 reviews · 2h 30m · from $149

In 2.5 hours, walk about half a mile from Dock Square across the bridge to Kennebunkport’s lower village, stopping for regional tastes such as chowder, lobster, craft beer, and Maine sweets. A guide shares local food history along the way. Tours are limited to nine people; bring water and comfortable shoes.

“Marlene was an excellent guide. She was passionate and knowledgeable about her town and state.”

Check availability →Read our full review

90 Minutes Ghost Walking Tour in Kennebunkport - A library headstone and a local poltergeist
Boston Ghost Tours, Boston Walking Tours, Kennebunkport Tours, Tour Reviews, Tours

90 Minutes Ghost Walking Tour in Kennebunkport

8.90 Minutes Ghost Walking Tour in Kennebunkport

★★★★★★★★★★4.5 · 22 reviews · 1 hour 30 minutes (approx.) · from $34

At 7 pm, walk from the Kennebunkport Historical Society along Ocean Avenue with a guide such as Diane, Matt, or Kenny. Hear tales tied to White Columns, a headstone set in a library wall, Captain James Fairfield, ghost ships, and the Nonantum Resort. The route lasts about 90 minutes, usually stays outdoors, and caps the group at 30.

“Matt gave a great tour! He had great energy which we needed after spending all day walking around Kennebunkport. The stories were spooky and the town was lovely. Great vibes!”

Check availability →Read our full review

Golden Hour Escape: Private Sunset Sail in Coastal Maine - Old Orchard Beach from the water
Boston Boat Tours, Boston Private Tours, Boston Sunset Cruises, Evening Experiences, Kennebunkport Tours, Tour Reviews

Golden Hour Escape: Private Sunset Sail in Coastal Maine

9.Golden Hour Escape: Private Sunset Sail in Coastal Maine

★★★★★★★★★★5.0 · 20 reviews · 2 hours (approx.)

Set out from Saco with a captain and crew for a two-hour private sail across Saco Bay. Watch the sunset, pass Wood Island Lighthouse and the Saco River mouth, and look for seals and jumping fish. The boat is called Mistress; Captains Bob and Abby and crew members Chloe and Lucy have all helped lead trips.

“They were so professional, made us feel safe and spoiled! Highly recommend this company and trip! A must-do if visiting Maine!”

Check availability →Read our full review

Kennebunkport: A Tasty Lunchtime Walking Tour - Starting in Dock Square and crossing into Taintown
Boston Walking Tours, Kennebunkport Tours, Tour Reviews, Tours

Kennebunkport: A Tasty Lunchtime Walking Tour

10.A Tasty Lunchtime Walking Tour

★★★★★★★★★★4.5 · 13 reviews · 2 to 3 hours (approx.) · from $159

Walk from Dock Square through Taintown to Kennebunkport’s Lower Village, stopping for a smoothie, clam chowder and beer samples, lobster sliders, shrimp, macaroons, and coffee. The 2 to 3 hour tour includes lunch and local history. Cynthia is one guide who has led the walk; guide names may vary.

“With the expected local and historical information came Wonderful food. The walking tour was fun, easy and gave a good overview of Kennwbunk Kennebunkport. Our Guide Cynthia was fun and informative.”

Check availability →Read our full review

Krazy Kennebunkport Scavenger Hunt - Northlight Gallery and The Candy Man
Boston Scavenger Hunts, Kennebunkport Tours, Tour Reviews

Krazy Kennebunkport Scavenger Hunt

11.Krazy Kennebunkport Scavenger Hunt

★★★★★★★★★★4.0 · 10 reviews · 2 hours (approx.)

Start near Dock Square Coffee House and follow a digital quest through Kennebunkport, with a remote host guiding your team by text. Expect clues, photo challenges, indoor and outdoor checkpoints, and stops including Northlight Gallery and The Candy Man. You can walk or drive between locations, and one team found the route close enough to do on foot.

“Such a fun thing to do with a group and a great way to learn a bit about Kennebunkport. We liked that the missions were in close proximity so no driving needed.”

Check availability →Read our full review

Discover Maine's Coastal Charms: Half-Day Scenic Sail - Maine’s longest sandy beach brings open views
Boston Boat Tours, Half-Day, Kennebunkport Tours, Tour Reviews

Discover Maine’s Coastal Charms: Half-Day Scenic Sail

12.Discover Maine’s Coastal Charms: Half-Day Scenic Sail

★★★★★★★★★★5.0 · 3 reviews · 4 hours (approx.) · from $259

Set sail from Broad Reach Adventures in Saco for about four hours, with a small group of no more than six. Expect Wood Island Lighthouse stories, a pass by Maine’s longest sandy beach, and a quiet river stretch. Captains Abby and Bob have led past sails, but ask who is scheduled if you want to sail with them.

“This is a "must-do" in Maine. We chartered a sunset sailing excursion, and it was wonderful. The sunset was breathtaking, and the colors in the sky were spectacular. The captain and crew were very friendly, knowledgeable, and accommodating. Memories of this sail will make me smile for a long time. I recommend it to everyone.”

Check availability →Read our full review

Scroll to Top

Out and about in Boston

Pick a trail, a boat or a town up the coast.