Portland day trip
Kennebunkport, Maine Coast
About This Activity
Portland, 35 miles north of Kennebunkport, rewards a day trip with Maine's most dynamic food and arts scene. Wander Old Port's cobblestone Exchange Street for galleries, boutiques, and oyster bars; walk the Eastern Promenade for panoramic Casco Bay views from Munjoy Hill; visit the Portland Museum of Art (Maine's oldest, with a strong Andrew Wyeth collection). Portland's craft beer density is among the highest per capita in the U.S. — Allagash Brewing, Bissell Brothers, and Maine Beer Company are all within easy reach.
Seasonal note: Year-round; Old Port liveliest May-October; Portland Museum of Art open year-round
See This in an Itinerary
This activity appears in 8 of our curated itineraries.
Best 10 Days in Maine Coast — Art & Culture
Portland → Kennebunkport → Midcoast Maine
Best 10 Days in Maine Coast — Without Nature
Portland → Kennebunkport → Midcoast Maine
Best 10 Days in Maine Coast — Art & Culture & Food & Wine
Portland → Kennebunkport → Midcoast Maine
Best 10 Days in Maine Coast — Art & Culture & Photography
Portland → Kennebunkport → Midcoast Maine
Best 14 Days in Maine Coast — Art & Culture
Portland → Kennebunkport → Midcoast Maine
Best 14 Days in Maine Coast — Without Nature
Portland → Kennebunkport → Midcoast Maine
More Activities in Kennebunkport
Dock Square and Kennebunkport Village
Stroll Kennebunkport's charming Dock Square — galleries, lobster shacks, ice cream, and river views
Kennebunk Beaches
Spend a day on Kennebunk's sandy beaches — Gooch's, Middle Beach, and Mother's Beach are all within walking distance
Cape Porpoise and Ocean Avenue
Drive Ocean Avenue past Walker's Point to Cape Porpoise — a lobster village, lighthouse views, and rocky harbor
Rugosa Lobster Boat Tour
Watch the Rugosa crew haul lobster traps on a 75-minute hands-on working boat tour from Kennebunkport
Pineapple Ketch Sailing Trip
Set sail on the iconic Pineapple Ketch — a restored 38-foot Downeaster with distinctive red sails
Cape Porpoise Lighthouse Kayak Tour
Kayak Cape Porpoise harbor, explore a dozen small islands, and paddle to Goat Island Lighthouse
Schooner Eleanor Sailing Cruises
Sail the Kennebunk River and rocky coast on Schooner Eleanor, a classic 55-foot gaff-rigged schooner
Kennebunkport Lunchtime Food Tour
Walk from Dock Square to the Lower Village tasting chowder, lobster, and local artisan foods on this award-winning tour