Discover the Ultimate One-Week Itinerary for Exploring the Best of Maine
- Timeless Travel

- Aug 17
- 4 min read
Maine, with its rugged coastline, charming seaside towns, and exceptional food scene, is a treasure waiting to be uncovered. Whether you crave adventure, wish to savor local delicacies, or long to immerse yourself in breathtaking landscapes, Maine has something for everyone. In this detailed one-week itinerary, we will take you through the highlights of this captivating state, ensuring your trip is both unforgettable and enriching.
Day 1: Arrival in Portland
Start your week in Portland, the largest city in Maine. Once you've checked into your hotel, take a leisurely stroll along the waterfront. The Old Port district is vibrant, filled with historic brick buildings, unique boutique shops, and cozy local eateries.
Make sure to visit the iconic Portland Head Light, which stands proud in Fort Williams Park. There, you can capture stunning images of the lighthouse against the backdrop of the rocky coastline. With over 150,000 visitors each year, it's a prime spot for photography enthusiasts.

Following your lighthouse visit, treat yourself to a genuine Maine seafood experience at Eventide Oyster Co. Be sure to try their famous brown butter lobster roll, which consistently garners rave reviews and sets a high standard for local cuisine.
Day 2: Explore the Casco Bay Islands
On day two, hop on an early ferry from Portland to one of the nearby Casco Bay Islands. Peaks Island is a favorite among locals for its relaxed vibe and scenic views. Rent a bicycle and explore the island’s charming landscape, populated with colorful cottages and stunning coastal views.
For lunch, grab sandwiches from a local deli and savor a beach picnic overlooking the water. Afterward, spend the afternoon soaking up the sun or exploring historical sites like Battery Steele, where you can learn about the island's military past.
Return to Portland in the evening to experience the local craft beer scene. Check out Bissell Brothers brewery, known for its unique brews. For example, their "Swish" IPA has a 7.2% ABV and offers a delightful blend of fruity flavors, a perfect way to unwind after your day of adventure.
Day 3: Discover the Coastal Town of Boothbay Harbor
On the third day, drive to Boothbay Harbor, a quintessential Maine village where picturesque views await. The scenic journey along Route 1 showcases beautiful landscapes and quaint towns.
Start your exploration at the Coastal Maine Botanical Gardens, which covers 295 acres and features over 3,000 types of plants. Spend your afternoon wandering through vibrant floral displays and tranquil paths.

After touring the gardens, embark on a boat tour to observe seals and other wildlife. Local operators offer sunset cruises that provide stunning views of the sun setting over the harbor, creating a perfect end to your day.
Day 4: Adventure in Acadia National Park
No trip to Maine is complete without a visit to Acadia National Park. Depart early from Boothbay Harbor to maximize your time in this amazing natural landscape.
Consider hiking the Beehive Trail, which is about 1.5 miles round-trip. This trail, while challenging, rewards hikers with panoramic views of the Atlantic Ocean and the lush surroundings. It's a perfect option for those looking for adventure amidst stunning scenery.
After your hike, unwind in Bar Harbor. Enjoy a delicious seafood dinner and don't forget to sample the local lobster — a Maine specialty that you won't want to miss.
Day 5: Bar Harbor and Cadillac Mountain
After a restful night, dedicate your day to both Bar Harbor and Acadia National Park. Start your morning with a visit to Cadillac Mountain, the highest point on the East Coast. The summit offers unrivaled views and is known for being one of the first places in the United States to witness the sunrise.
Consider bringing a breakfast picnic to enjoy at the top. With your meal in hand, soak in the beautiful scenery.

In the afternoon, take a drive through the park’s scenic routes, dotted with picturesque viewpoints. Don’t miss out on walking the famous carriage roads, where you can admire the park's beauty while enjoying a peaceful stroll.
Conclude your day in Bar Harbor, where the charming shops and delectable eateries invite you to explore and indulge.
Day 6: Kennebunkport and Ogunquit
On your sixth day, set off south to Kennebunkport, a scenic coastal town renowned for its stunning beaches and picturesque homes. Stroll along Dock Square, browsing the quaint shops and enjoying a leisurely waterfront lunch at one of the local restaurants.
In the afternoon, head to Ogunquit. This area is famous for its beautiful coastline, so make sure to walk the Marginal Way. This mere 1.25-mile path offers breathtaking views of the Atlantic Ocean and is perfect for leisurely walks.
If time permits, relax on Ogunquit Beach or try your hand at watersports like kayaking or paddleboarding. The vibrant afternoon sun creates beautiful photo opportunities, ensuring you capture more memories.
Day 7: Return to Portland
On your final day, return to Portland for last-minute explorations. Visit the Portland Museum of Art, which showcases an extensive collection of artwork, ranging from classic to contemporary.
If you’re a food lover, don't skip the Portland Farmers Market, where you can taste local produce, artisanal cheeses, and baked goods. Grab some snacks for your journey home or perhaps a few souvenirs to remember your time in Maine.
As your week comes to a close, take a moment to reflect on the beautiful landscapes, delicious cuisine, and rich experiences you’ve accumulated throughout your adventure.
Wrapping It Up
A week in Maine is not just about visiting various attractions; it's about experiencing the warmth of coastal towns, delighting in fresh seafood, and connecting with nature's wonders. This itinerary offers a balanced exploration of urban charm and natural beauty, allowing you to savor each moment.
Bring your spirit of adventure and enjoy everything Maine has to offer, whether you are hiking through breathtaking parks, admiring stunning lighthouses, or indulging in rich seafood. Your week in Maine promises to create lasting memories and stories that you will cherish.
Get ready to pack your bags for an unforgettable journey in the Pine Tree State!




Comments