Day Trips from Portland

PORTLAND · OREGON

7 Best Day Trips from Portland Tours

Portland's standouts, both coasts.

The 7 standout day trips from portland tours a Portland traveller will actually book. What each one covers, who runs it, and what it costs from the dock or the trailhead.

7 Best Day Trips from Portland Tours

Bar Harbor and Acadia Full Day Private Tour from Portland

Bar Harbor and Acadia Full Day Private Tour from Portland - Acadia National Park: Thunder Hole, Schooner Head, Cadillac Mountain, Jordan Pond

1.Bar Harbor and Acadia Full Day Private Tour from Portland

Most Popular 5.0

Private Portland to Acadia full-day tour with a dedicated guide, Fort Knox bridge views, major park viewpoints, Bar Harbor time, and more.

“I recommend this private tour 💯 the tour guide AJ was very friendly and acknowledged about the place the whether was marvelous ☺️”

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6 Hours Private Lighthouses and Kennebunkport Tour in Portland

6 Hours Private Lighthouses and Kennebunkport Tour in Portland - How the 6 hours actually feel with a private driver-guide

2.6 Hours Private Lighthouses and Kennebunkport Tour in Portland

4.5

Private 6-hour Portland and Kennebunkport tour with lighthouse viewpoints, Casco Bay stops, and a Kennebunkport waterfront stroll for up to 5.

“Our driver didn’t show up. I had no notice though he said he sent a text. He was sick and since we didn’t want to get sick I’m glad we didn’t go.”

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Maine’s Mid Coast Private Day Tour from Portland

Maine’s Mid Coast Private Day Tour from Portland - Androscoggin Swinging Bridge: quick legs, big charm

3.Maine’s Mid Coast Private Day Tour from Portland

4.5

Private Mid-Coast Maine day from Portland with L.L. Bean, Botanical Gardens, Boothbay Harbor, Fort Edgecomb, and coastal photo stops.

“AJ was our driver and tour director for the day. He is very knowledgeable of the area north of Portland to Boothbay Harbor. One pleasant surprise was Maine Botanical Garden. Not only is it landscaped with a large variety of trees and plants but it also has a unique set of eco-friendly sculptures. Our favorite…”

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New Hampshire White Mountains Exclusive Private Tour

New Hampshire White Mountains Exclusive Private Tour - North Conway for One Hour: A Base Camp for Shops, Rail, and Mountain Valley Vibes

4.New Hampshire White Mountains Exclusive Private Tour

5.0

Private White Mountains tour from Portland with covered bridges, apple picking, Kancamagus Highway waterfalls, and Madison Boulder. Snacks included.

“This was the most amazing trip! AJ was the best guide and we saw so much more than I hoped for. I am so glad I found this tour and I highly recommend anyone visiting the area to take it.”

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Private Portland Lighthouses and Kennebunkport Tour – 12 Pax

Private Portland Lighthouses and Kennebunkport Tour - 12 Pax - The promenades: Eastern and Western starts for instant Casco Bay views

5.Private Portland Lighthouses and Kennebunkport Tour – 12 Pax

5.0

Private Portland-to-Kennebunkport tour with lighthouse viewpoints, Portland Observatory, Bug Light, Wedding Cake House, Walker’s Point, and Dock Square.

“Don was wonderful. We are a group of 10 women and we could not ask for a better driver or a better guide. He was kind, considerate, willing to adjust the itinerary, and so interesting. Thank you Don!”

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Castles of Cape Ann, Massachusetts Private Day Tour

Castles of Cape Ann, Massachusetts Private Day Tour - Castle Hill on the Crane Estate: A 59-Room Mansion With Views and a Half-Mile Lawn

6.Castles of Cape Ann, Massachusetts Private Day Tour

5.0

Private day tour from Portland: Castle Hill, Russell Orchards, Gloucester’s Man at the Wheel, Hammond Castle, plus Salem Hocus Pocus sites.

“This was an awesome way to experience Salem and Kennebunk port without all the hassle! AJ arrived in a spacious SUV loaded with snacks drinks and every other road trip essential to make us comfortable! His knowledge of import land marks to visit best, time efficiency of seeing everything we wanted to and friendliness made…”

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Kennebunkport, York, and Portsmouth NH Private Day Tour

Kennebunkport, York, and Portsmouth NH Private Day Tour - Stonewall Kitchen in York: Breakfast, Jams, and a Good Way to Start

Explore Both Portlands