By Susan Callies

Best Day Trips from Portland, Maine 2025

Portland, Maine, is more than just a foodie haven and seaside city—it’s the gateway to some of New England’s most captivating destinations. With its charming cobblestone streets, thriving arts scene, and working waterfront, Portland draws travelers year-round. But what truly sets it apart is its unbeatable location. Sitting on the southern Maine coast, Portland offers easy access to a diverse mix of day trip adventures—rugged national parks, historic towns, sandy beaches, and quintessential New England villages—all within a short drive or train ride.

This guide brings together the best day trips from Portland, Maine, based on in-depth research, traveler reviews, and trusted resources. Whether you crave nature, coastal scenery, family fun, or a dose of history, you’ll find inspiring ideas and practical tips to plan your perfect escape from the city.

Why Portland is the Perfect Base for Day Trips

Portland’s strategic location makes it a dream for day trippers. Nestled between Maine’s rocky coastline and lush inland forests, the city is less than two hours from both the state’s most famous natural wonders and charming small towns. The region’s well-maintained highways, scenic byways, and reliable Amtrak Downeaster train line mean you can reach many destinations without hassle.

Moreover, Portland’s compact downtown puts rental cars, bus terminals, and train stations within easy reach. Guided tours depart regularly from the city, offering stress-free options for travelers who prefer not to drive. From beach outings to mountain hikes and lobster shacks to lighthouses, you can experience the best of Maine (and even parts of New Hampshire) without spending hours in transit.

Most recommended day trips are within a 30-minute to two-hour radius. This allows for plenty of exploring without feeling rushed. Whether you’re traveling solo, as a couple, or with family, Portland’s location unlocks a wide range of memorable day adventures.

How to Choose the Best Day Trip from Portland

With so many options, picking the right day trip can feel overwhelming. Start by thinking about your interests and travel style. Do you love outdoor adventures, coastal scenery, or exploring historic sites? Are you traveling with kids, or seeking a romantic escape? Consider these key factors:

  • Travel Time: Most top day trips are within 30–90 minutes each way. Longer journeys (up to 2 hours) are possible but may mean less time at your destination.
  • Season: Maine’s seasons shape your options. Summer brings beach days, boat tours, and festivals. Fall offers iconic foliage drives. Winter means skiing and cozy small towns. Spring is quieter, with fewer crowds and awakening landscapes.
  • Transportation: Driving offers the most flexibility, but train and bus routes cover many popular spots. Guided tours are great for relaxing and learning from locals.
  • Interests: Nature lovers might head for national parks or hiking trails. History buffs will enjoy colonial towns and museums. Families may favor beaches, wildlife parks, or hands-on attractions.

Once you know your priorities, use this guide to match your ideal day trip to your Maine itinerary.

Top Day Trips from Portland

Kennebunkport

  • Distance from Portland: 30 miles (about 40 minutes by car)
  • Why Visit: Kennebunkport is a postcard-perfect coastal village renowned for its historic homes, art galleries, and sandy beaches. Stroll the Dock Square boutiques, savor fresh seafood at waterfront restaurants, or take a scenic lobster boat tour. Walker’s Point, the Bush family’s summer compound, is a must-see photo stop. Goose Rocks Beach offers a quieter stretch of sand if you’re seeking relaxation.
  • How to Get There: Driving is the fastest option, with ample parking in town. The Amtrak Downeaster stops in Wells, a short taxi or Uber ride from Kennebunkport. Several guided tours from Portland include Kennebunkport on their itineraries.
  • Renting a car for the day gives you full flexibility to explore Kennebunkport and nearby beaches at your own pace. Check rates with Discover Cars or Enterprise for competitive prices.

Freeport

  • Distance from Portland: 20 miles (about 25 minutes by car or train)
  • Why Visit: Freeport is famous for its outlet shopping, but there’s much more than retail therapy here. The flagship L.L.Bean store (open 24/7) anchors a walkable downtown filled with local shops, brewpubs, and cafes. Nature lovers will enjoy Wolfe’s Neck Woods State Park, offering easy coastal trails and picnic spots. In summer, visit the Desert of Maine for a quirky natural phenomenon.
  • How to Get There: The Amtrak Downeaster runs several times daily between Portland and Freeport. Driving is quick and convenient, with free parking available downtown.
  • Book a train ticket via Amtrak for a car-free shopping and hiking adventure, or rent a car if you want to explore the nearby parks and countryside.

Ogunquit

  • Distance from Portland: 38 miles (about 45 minutes by car)
  • Why Visit: Ogunquit is beloved for its wide sandy beach, dramatic coastal walks, and vibrant arts scene. The Marginal Way, a paved cliffside path, offers sweeping Atlantic views and access to Perkins Cove, a picturesque harbor with shops and lobster shacks. The Ogunquit Museum of American Art features rotating exhibits and stunning seaside gardens.
  • How to Get There: Driving is the most direct way, with paid parking lots near the beach and Marginal Way. Limited bus service is available in summer, but a car is recommended for maximum flexibility.
  • Consider a Portland-based tour that includes Ogunquit, especially during peak summer when parking fills up fast. Alternatively, rent a car for a leisurely day trip along the scenic southern Maine coast.

Sebago Lake

  • Distance from Portland: 22 miles (about 35 minutes by car)
  • Why Visit: Maine’s second-largest lake is a haven for swimming, boating, and fishing. Sebago Lake State Park offers sandy beaches, hiking trails, and picnic areas—perfect for families or anyone seeking a freshwater escape. Rent a kayak or paddleboard, or simply relax on the shore and soak up the views.
  • How to Get There: Driving is the best option, as public transportation is limited. Parking is available at the state park entrance.
  • Renting a car is essential for this trip. If you’re planning water activities, reserve a kayak or paddleboard rental in advance through local outfitters.

Boothbay Harbor

  • Distance from Portland: 60 miles (about 1 hour 15 minutes by car)
  • Why Visit: Boothbay Harbor charms visitors with its bustling waterfront, boat excursions, and botanical gardens. Whale-watching and puffin cruises depart daily in season, and the Coastal Maine Botanical Gardens bloom from spring through fall. The village itself is filled with galleries, shops, and classic seafood spots.
  • How to Get There: Driving is the easiest way, though some summer tours offer day trips from Portland. Parking is available throughout the village.
  • For a hassle-free experience, book a guided day tour that includes transportation, or rent a car for a flexible itinerary.

Portsmouth, New Hampshire

  • Distance from Portland: 52 miles (about 1 hour by car)
  • Why Visit: Just across the Maine border, Portsmouth offers a lively blend of history, culture, and coastal charm. Explore Strawbery Banke Museum’s living history exhibits, browse Market Square’s boutiques, or stroll Prescott Park’s riverside gardens. Portsmouth’s culinary scene rivals Portland’s, with top-notch seafood and craft breweries.
  • How to Get There: The Amtrak Downeaster connects Portland and Portsmouth in under an hour. Driving is also easy, with multiple parking garages downtown.
  • Take the train for a relaxing, car-free journey, or rent a car if you want to explore nearby beaches or Kittery’s outlet shops.

Cape Elizabeth & Fort Williams Park

  • Distance from Portland: 6 miles (about 15 minutes by car or bike)
  • Why Visit: Home to the iconic Portland Head Light, Cape Elizabeth is a must for lighthouse lovers and photographers. Fort Williams Park offers scenic walking trails, picnic areas, and dramatic ocean views. Food trucks and lobster shacks set up in season, making it easy to enjoy a seaside lunch.
  • How to Get There: It’s a quick drive or Uber from downtown Portland. Adventurous travelers can bike along the scenic Shore Road. Local tours often include Cape Elizabeth as a stop.
  • If you don’t have a car, consider a guided bike or van tour from Portland, which often includes historical commentary and photo stops.

Camden

  • Distance from Portland: 80 miles (about 1 hour 45 minutes by car)
  • Why Visit: Camden is a classic New England harbor town, framed by mountains and sea. Its picturesque downtown features unique shops and cafes, while Camden Hills State Park offers hiking trails with panoramic views over Penobscot Bay. In summer, schooner cruises let you experience Maine’s coast from the water.
  • How to Get There: Driving is the most practical option, as public transit is limited. Parking is available in town and at the state park.
  • Renting a car allows you to explore at your own pace and stop at scenic overlooks along the way. Book in advance during peak foliage or summer seasons.

Bailey Island & Harpswell

  • Distance from Portland: 40 miles (about 1 hour by car)
  • Why Visit: Bailey Island’s dramatic cliffs, fishing wharves, and the unique Cribstone Bridge make it a hidden gem. Enjoy fresh lobster at a dockside shack, stroll the Giant’s Stairs Trail, or kayak through sheltered coves. The drive through Harpswell’s winding peninsulas is scenic in itself.
  • How to Get There: A car is essential for this route, as public transportation does not reach the islands. Plan for a leisurely drive with plenty of photo stops.
  • Book a rental car for the day, and consider reserving a kayak tour with a local outfitter to explore the coastline up close.

Wiscasset & Red’s Eats

  • Distance from Portland: 44 miles (about 55 minutes by car)
  • Why Visit: Wiscasset is often called “the prettiest village in Maine,” with its historic downtown and riverside setting. The main draw for many is Red’s Eats, a legendary lobster roll stand that attracts foodies from across New England. Stroll the antique shops, visit the Maine Maritime Museum nearby, or picnic by the Sheepscot River.
  • How to Get There: Driving is the best option, with easy parking in town.
  • Make the most of your trip by renting a car, so you can explore nearby Bath or continue north to Boothbay Harbor.

Pineland Farms

  • Distance from Portland: 22 miles (about 30 minutes by car)
  • Why Visit: Pineland Farms is a 5,000-acre working farm and recreation center offering year-round activities. Families can visit the dairy barns, enjoy farm-to-table lunches, or try their hand at disc golf, biking, or cross-country skiing. The educational center and walking trails make it a great choice for all ages.
  • How to Get There: A car is necessary, with free parking on site.
  • For family groups, a rental car offers the easiest access and flexibility for a full day of farm fun.

Old Orchard Beach

  • Distance from Portland: 18 miles (about 25 minutes by car or train)
  • Why Visit: Old Orchard Beach is Maine’s classic beach town, famous for its seven-mile sandy stretch, vintage pier, and amusement park. Kids will love Palace Playland’s rides and arcade, while adults can relax on the shore or sample fried clams at local stands. Summer evenings bring fireworks and live music.
  • How to Get There: The Amtrak Downeaster stops right in town, making this an easy train trip. Driving is also quick, but parking can fill up on busy weekends.
  • For a stress-free beach day, take the train from Portland and avoid the hassle of parking.

Best Day Trip Tours from Portland

Guided tours are a fantastic way to maximize your time and enjoy expert local insights. Here are some top-rated options to consider:

Lighthouse & Coastal Highlights Tour

  • Description: This half-day van tour covers Portland Head Light, Cape Elizabeth, and other scenic coastal spots. Learn about Maine’s maritime history while enjoying photo stops and local snacks.
  • Benefits: No need to worry about parking or directions. Great for first-time visitors or those without a car.

Kennebunkport & Southern Maine Coast Tour

  • Description: Spend a day exploring Kennebunkport, Ogunquit, and the southern beaches with a knowledgeable guide. Includes free time for shopping and lunch.
  • Benefits: Relax in comfort and let someone else handle the driving. Ideal during busy summer weekends.

Boothbay Harbor & Botanical Gardens Excursion

  • Description: This full-day tour includes roundtrip transportation, time in Boothbay Harbor, and entry to the renowned Coastal Maine Botanical Gardens.
  • Benefits: Skip the long drive and parking search. Perfect for garden lovers and families.

Foodie Walking Tour of Portland

  • Description: Discover Portland’s culinary scene with a local guide. Sample lobster rolls, craft beer, and other Maine specialties on a small-group walking tour.
  • Benefits: Perfect if you want to stay close to the city but still experience new flavors and hidden gems.

Book tours through Viator or GetYourGuide for flexible cancellation policies and verified reviews.


Car Rentals for Flexible Day Trips

Having your own car opens up the most possibilities for exploring Maine’s hidden corners. Here’s why renting a car is a smart choice:

  • Flexibility: Stop at roadside farm stands, scenic overlooks, or unplanned attractions.
  • Access: Reach destinations not served by public transit, like Sebago Lake or Bailey Island.
  • Comfort: Travel at your own pace and pack for any weather or activity.

Recommended Platforms: Discover Cars, Enterprise, and Hertz all offer competitive rates and convenient downtown Portland pickup locations. Book early for peak summer and fall weekends.

Driving Tips:

  • Maine’s highways are well-marked and generally uncongested outside of summer weekends.
  • Watch for tolls on I-95 (bring cash or use an E-ZPass if available).
  • Parking is usually easy in small towns, but can fill up quickly in beach areas—arrive early or use paid lots.
  • Always check weather conditions, especially in winter or early spring.

Tips for Planning a Smooth Day Trip

  • Leave Early: Beat the crowds and maximize your time at your destination by setting out before 9 a.m.
  • Pack Smart: Bring layers, sunscreen, reusable water bottles, and a camera. Maine weather changes quickly, especially by the coast.
  • Plan Meals: Research lunch spots or pack a picnic, especially for nature destinations with limited dining options.
  • Check Hours: Many attractions and shops have seasonal hours—double-check before you go.
  • Budget Time: Factor in travel, parking, and potential traffic, especially on summer weekends or during foliage season.
  • Stay Flexible: Have a backup plan in case of rain or closures. Many towns offer indoor museums, galleries, or cozy cafes.

Final Thoughts on Day Trips from Portland

Day trips from Portland, Maine, unlock a world of adventure, culture, and natural beauty just beyond the city limits. With its central location, Portland is the ideal base for exploring sandy beaches, historic villages, stunning state parks, and vibrant harbors—all in a single day. Whether you’re seeking relaxation, family fun, or outdoor thrills, there’s a destination to match every interest and season.

Choosing the right day trip is all about knowing your travel style and making use of Portland’s excellent transportation options. Guided tours offer convenience and local insight, while car rentals provide the freedom to wander at your own pace. With a bit of planning, you can experience the best of Maine and neighboring New Hampshire, returning to Portland in time for a harbor sunset or a memorable dinner downtown.

No matter which direction you head, each day trip promises fresh scenery, local flavor, and a new appreciation for the region’s charm. Happy exploring!


Frequently Asked Questions

How far can I travel from Portland, Maine, in a single day?

Most top day trips are within 30 minutes to 2 hours each way. This lets you enjoy a full day without feeling rushed. Popular destinations like Kennebunkport, Freeport, and Sebago Lake are under an hour away, while Camden or Boothbay Harbor are closer to two hours.

Do I need a car for day trips from Portland?

A car gives you the most flexibility, especially for nature spots or smaller towns. However, some destinations—like Freeport, Old Orchard Beach, and Portsmouth—are accessible by train. Guided tours are a great alternative if you prefer not to drive.

What are the best day trips for families with kids?

Old Orchard Beach (for rides and games), Pineland Farms (farm animals and activities), and Sebago Lake (swimming and picnics) are all family favorites. Many small towns also offer hands-on museums and ice cream shops.

Are there good day trips from Portland in winter?

Yes! Pineland Farms offers cross-country skiing and snowshoeing. Camden is popular for winter festivals and cozy harbor views. Portland Head Light and Fort Williams Park are beautiful in the snow, though dress warmly.

Can I take the train for a day trip from Portland?

Absolutely. The Amtrak Downeaster connects Portland with Freeport, Old Orchard Beach, Wells, and Portsmouth. Schedules are frequent, especially in summer. Trains are comfortable and avoid parking hassles.

What’s the best day trip for scenic coastal views?

Cape Elizabeth (for Portland Head Light), Ogunquit (Marginal Way), and Bailey Island’s Giant’s Stairs Trail all offer breathtaking ocean vistas. Many guided tours focus on scenic lighthouses and coastal drives.

Are there organized tours for day trips from Portland?

Yes, several local companies offer guided van, bus, or boat tours to popular destinations like Kennebunkport, Boothbay Harbor, and area lighthouses. Tours are ideal for those who want a relaxed, informative experience.

How should I plan for traffic or crowds?

Leave early, especially on summer weekends or during fall foliage. Popular spots like Ogunquit and Old Orchard Beach fill up fast. Consider visiting on weekdays or shoulder seasons for a quieter experience.

What should I pack for a Maine day trip?

Layers for changing weather, sunscreen, a reusable water bottle, snacks, and a camera. If hiking or visiting parks, bring sturdy shoes and bug spray. Don’t forget a rain jacket just in case.

Are there pet-friendly day trips from Portland?

Many state parks and beaches allow leashed dogs, especially in spring and fall. Check individual park rules, and consider destinations like Wolfe’s Neck Woods State Park or the trails at Pineland Farms for dog-friendly adventures.

Susan Callies is a travel writer at Travleon.com, where she shares guides, itineraries, and hidden gems from around the world. When she’s not writing about new destinations, Susan enjoys playing the violin, ice skating during the winter months, and exploring local food scenes wherever she travels. She's also passionate about photography, journaling her adventures, and visiting art museums. Susan believes that the best stories are found off the beaten path — and she’s always chasing the next one.

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