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How to Spend THREE Days in Portland, Maine: 3-Day Itinerary

How to Spend THREE Days in Portland, Maine: 3-Day Itinerary

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Planning a long weekend in Portland, Maine? You’re in good hands.

After several visits filled with foggy harbor mornings, buttery lobster rolls, and golden-hour cruises, we’ve built the ultimate three-day itinerary that shows off the very best of this coastal gem. We’ve walked the Old Port’s cobblestone streets, kayaked past lighthouses, and eaten our way through just about every donut and oyster bar in town.

Whether you’re here for the seafood, the scenery, or just a break that balances small-city charm with big flavor, this guide is packed with experiences we personally loved—and keep coming back for. Follow along day by day to make the most of your trip to Portland.

Don’t Miss Out On Our Top Choice!

The Portland Head Lighthouse seen on a lighthouse tour from Portland Maine USA

The tour we loved the most and suggest booking ASAP is this one!

Our personal FAVORITE thing we did was this history and sightseeing tour of Portland! Led by a local, we got off the beaten path, learned the city’s unique history, and visited three stunning lighthouses.

Check out the 1,200+ 5-star reviews and book this tour here!

Day 1

Breakfast – The Porthole Restaurant & Pub

Eggs-benny-eaten-for-breakfast-in Portland Maine
Mmm, yummy!

Start your Portland adventure with a hearty meal by the water at The Porthole Restaurant & Pub, one of the oldest waterfront spots in town. This place opens at 7 am, so it’s ideal if you’re eager to start exploring early. We grabbed a table out on the deck and loved the working harbor views while sipping our first coffee of the day.

The breakfast menu is packed with local favorites, but the eggs Benedict was my personal favorite. Best of all, The Porthole is steps from your first tour, so you can eat without rushing.

Morning – Get to know Portland with a local guide

The Portland Head Lighthouse seen on a lighthouse tour from Portland Maine USA
Portland Head Lighthouse is one of the most photographed lighthouses in the world
Spring Point Ledge Bug Light lighthouse seen on a lighthouse tour from Portland Maine USA seen on a tour
The “Bug Light” lighthouse

Portland may be small, but deciding what’s actually worth your time can get overwhelming fast. That’s why we kicked things off with this small-group city and lighthouse tour—a smooth, fun, and informative way to hit the highlights without stressing over logistics.

We joined the 10 am tour, which worked out perfectly after breakfast and lined us up for lunch at the waterfront later. Our guide, Derek, was the real deal—Portland-born, endlessly knowledgeable, and effortlessly funny. He mixed local history with personal stories as he drove us through charming neighborhoods and out to three iconic lighthouses.

We wandered the cliffside paths of Fort Williams Park and stood face to face with the postcard-famous Portland Head Lighthouse, then continued to Spring Point Ledge Light and the adorably named Bug Light, all with sweeping views of the coastline and city skyline.

We also got to explore lesser-known gems like the Eastern Promenade, with its postcard harbor views, and cruised through the Old Port, where cobblestone streets and brick buildings hinted at Portland’s working waterfront roots. Derek pointed out everything from historic forts to hidden foodie spots. We were bookmarking places to revisit the entire time!

Derek’s food recommendations were gold—his lobster roll tip alone made this tour worth it. If you’re looking to cover a lot without feeling rushed, this is the way to do it!

Lunch – The Highroller Lobster Co.

A-lobster-roll-eaten-in Portland Maine
One of the best lobster rolls I’ve ever had!

Time for your first lobster roll of the trip—and The Highroller Lobster Co. is the place to start. Their toasted buns, generous chunks of lobster, and creative sauces (try the jalapeño mayo!) hit the sweet spot between classic and fun. It’s a casual, no-frills spot that keeps the focus on flavor.

We picked up our rolls to-go and walked a few minutes to Lincoln Park to eat on a bench under the trees. It’s a chill break in the middle of the day, but if the weather’s not great, you can just dine in. The indoor space is bright, friendly, and full of character. Either way, you’ll be tempted to plan your next lobster roll before you’ve even finished this one.

Afternoon – Wander the historic streets of the Old Port

Bailey-does-some-shopping-in-Portland Maine
Do some shopping!
Gelato eaten in Portland Maine
Or go get some fantastic gelato

After a morning of lighthouse views and a lobster roll lunch, ease into the afternoon with a stroll through Old Port, Portland’s most iconic and walkable neighborhood. The cobblestone streets, 19th-century brick facades, and salty sea breeze give it that classic New England feel, but the real charm is in the details. 

This is where you’ll find indie shops, tucked-away galleries, and little food spots that tempt you to stop every five minutes. No big plans needed here—just follow your curiosity and let the afternoon unfold.

Pop into local boutiques and artisan shops

Old Port is packed with small, independent businesses, and many of them focus on locally made goods. One of our favorite stops was Lisa-Marie’s Made in Maine, a beautifully curated shop with everything from sea glass jewelry to handmade soaps and wild blueberry jam. 

Just down the street, we wandered into Sherman’s Maine Coast Book Shop, a cozy bookstore filled with titles by Maine authors, travel reads, and those perfect impulse-buy bookmarks and cards. It’s the kind of place where “just popping in” turns into a full-blown browsing session.

Grab an ice cream (or espresso) by the docks

Whether you’re ready for dessert or in need of a caffeine pick-me-up, Old Port has you covered. We grabbed scoops from Gelato Fiasco, where the small-batch flavors rotate daily—don’t miss the Maine wild blueberry if it’s on offer. For a great espresso or iced latte, head to Bard Coffee, one of Portland’s most beloved local cafes. It’s just a couple of blocks off the waterfront and perfect for recharging before a bit more exploring.

Art and antiques worth browsing

If you’re in the mood to take in some local creativity, the Portland Art Gallery is a worthwhile stop with a compact but compelling collection of Maine-focused paintings, photography, and sculpture. A few blocks away, Casco Bay Artisans showcases fine art from regional artists and often has someone on hand to chat about the works. You don’t need to be an art buff to enjoy a slow walk through these peaceful, thoughtfully curated spaces.

Late afternoon – Paddle into the sunset on Casco Bay

Daniel-takes-a-selfie-while-kayaking-on-a-tour-from-Portland Maine
We love getting out on kayaks!
Portland Paddle sunset kayak tour from Portland Maine
So pretty! Photo credit: Portland Paddle

To wrap up your first afternoon in Portland, trade the sidewalks for saltwater with this peaceful sunset kayak tour across Casco Bay. After an afternoon of wandering Old Port’s busy streets, gliding over calm water as the sun drops low is the perfect way to reset. 

We recommend booking one of the earlier departures around 4–5 pm—you’ll still catch the sunset glow, but won’t end up eating dinner too late.

No kayaking experience? No problem! The friendly crew gets everyone sorted with gear, a quick confidence-boosting intro, and dry bags for your phone or camera. From there, we followed our guide, Joe, past bobbing lobster boats and gently rocking schooners, with seals popping up in the distance and seabirds cutting across the sky.

The paddle itself was easygoing, with regular pauses to hear Joe’s stories about the harbor’s maritime past. We cruised past Fort Gorges, admired Spring Point Ledge Light, and watched the sunlight cast a golden shimmer across the bay. By the time the sky shifted to lavender and soft peach, we were drifting in silence, soaking in the moment.

It felt like the whole city slowed down just for us and was easily one of the most memorable experiences of our trip. It’s no wonder this tour is so highly rated—read the five-star reviews here to find out why so many travelers call it a must-do in Portland!

Dinner/Evening – Eventide Oyster Co.

Bailey-eats-fresh-oysters-in Portland Maine
I highly recommend the oysters

Cap off your first day with a seafood dinner at Eventide Oyster Co., one of Portland’s most celebrated restaurants. Their signature brown butter lobster roll is small but packed with rich, buttery flavor, served on a soft, steamed bun. We also loved sampling a few oysters from the daily rotating raw bar—just ask your server for recommendations.

The rest of the menu blends bold creativity with coastal classics, from tuna crudo with fermented chili to kimchi pickled mussels and fried oyster buns. Even the vegetarian dishes shine—don’t skip the roasted squash or nori-dusted rice cakes. The atmosphere is lively but relaxed, perfect for ending the day on a high note. This spot is popular, so it’s a good idea to reserve ahead of time here.

Related Read: Continuing your East Coast travels? Check out our three-day Boston itinerary to see the best of this historic city!

Day 2

Breakfast – The Friendly Toast

You’ll be indulging in Portland’s donut scene today, so it’s important to get something savory and hearty in your stomach beforehand! We stopped by The Friendly Toast for some avocado toast and a hash quiche, and it was the perfect start to the day. The vibe was eclectic and fun, and just as the name would suggest, the staff were incredibly friendly. What more could you ask for?

This breakfast stop opens at 7:30 am, and with the morning tour not taking off until 11:30, we had some extra time to see Portland!

Morning – Enjoy a scenic stroll along the waterfront

Scenic view of Casco Bay and Fort Gorges in Portland Maine
The scenic view of Casco Bay and Fort Gorges

With just a bit of time before your late morning tour, we recommend a refreshing walk along the Eastern Promenade Trail, a peaceful path that hugs the harbor and offers wide-open views of Casco Bay. It’s a great way to stretch your legs after breakfast and ease into the day without rushing.

You don’t need to walk the whole trail to enjoy it. Just wander for as far as you like, then circle back when it feels right. There are plenty of benches if you’d rather sit and watch the boats drift by. It’s one of those quiet Portland moments that makes you appreciate the slower pace here—simple, breezy, and just the right amount of scenic.

Late morning – Sample some sweet treats on a donut walking tour

Bailey-eating-a-donut-on a tour in Portland Maine
Donut tours are the best
Donuts-on-a-donut-tour-in-Portland-Maine
Donuts and history. What more could you ask for?

Donuts were high on our Portland must-try list, but with so many shops to choose from, we decided to sign up for this small-group donut tour, and it turned out to be one of the most fun (and filling) ways to explore the city. We booked the 11:30 am option, which gave us time for a morning walk beforehand and lined up perfectly for a sweet midday treat.

Over the course of about a mile, we visited three of Portland’s best donut spots and tasted six unique samples—each totally different in style and flavor. At The Holy Donut, a local legend known for its potato-based dough, we skipped the line and went straight for the dark chocolate potato donut, which was rich, dense, and completely addictive.

Our guide, Chris, kept the whole group laughing and entertained with quirky local history (including the claim that the donut was invented in Maine!). Between bites, he shared stories about the city’s past that made the walk between stops just as engaging as the donuts themselves.

From warm, mini donuts dusted in cinnamon sugar to buttery, old-world-style crullers, this tour hit every craving. Every stop brought something new, and we loved every bite. And it’s clear we aren’t the only ones—check out the glowing five-star reviews here to see why this tour is so popular!

Lunch – Coffee break or sandwiches

After a sweet and satisfying donut tour, you might not be ready for a full lunch, and that’s totally fine. Just a 5-minute walk from the final donut stop, Arabica Coffee Company is the perfect spot for a casual reset. We thought that a cup of coffee was the best follow-up to all of those donuts, and with about an hour to kill, we loved sitting by the window and people-watching for a bit.

If you are a bit peckish, stop by Cheese Louise Portland around the block (right across from The Holy Donut). This gourmet grilled cheese sandwich shop was so unique and equally filling! We split the Godmother sandwich, and it was perfectly cheesy, savory, and hit the spot before we continued exploring.

Afternoon – Discover Portland’s story from the sea

Fort Gorges seen on a cruise tour in Portland Maine USA
Fort Gorges
Portland Bay seen on a cruise tour in Portland Maine USA
We loved seeing all of the New England-style homes

To really understand Portland, you have to see it from the water. We took this harbor cruise, and in just under two hours, it gave us a whole new appreciation for the city’s maritime soul. We recommend booking the 2:15 pm boat tour, which lasts 1 hour and 45 minutes, so you’ll be back on land by 4 pm—just in time to relax before dinner.

From the moment we pulled away from the dock, the city’s history started unfolding in a whole new way. We sailed past Fort Gorges, Spring Point Ledge Light, and the iconic Portland Head Light, which we learned was commissioned by none other than George Washington. 

Our guide, Mark, made every landmark come alive with humor, historic insights, and some off-the-wall local legends we definitely hadn’t heard before.

As we cruised through Diamond Pass, we spotted lobster boats, seals sunning on Halfway Rock, and even a bald eagle soaring overhead. With a cold drink in hand and the sea breeze cutting through the summer sun, it was easy to forget the time.

This tour gave us a whole new perspective—not just of the coastline, but of Portland’s roots as well. There’s no better way to feel the rhythm of the harbor than by floating right through the heart of it.

Why We Book Tours with Viator

Viator is a trusted online booking system for tours around the world! We almost always book our tours using Viator for a couple of reasons:

  • Free cancellation on most tours – Most of the tours on Viator allow you to cancel and get a full refund up to 24 hours in advance. This is handy in case plans change, or if booking an outdoor activity, the weather forecast is looking grim.
  • Reserve now and pay later – You can secure your spot on some of the most popular tours well in advance and not pay until closer to the day of the tour.
  • Lowest price guarantee – If you happen to find the same tour at a lower price elsewhere, Viator will refund you the price difference.
  • Pay in your chosen currency – Avoid costly international transaction fees by choosing to pay in your home currency.
  • Peace of mind – When booking with tour operators you find in person on the street or in small booking offices, you are often promised one thing and given another. This online platform holds tour operators accountable with a written description of inclusions as well as the opportunity for customers to leave reviews.

Check out the Viator website here! Or, for more info, read our detailed review about Viator here.

Dinner – Fore Street Restaurant

Fore Street in Portland Maine
Photo credit: Fore Street

Wrap up the day with dinner at Fore Street Restaurant, one of Portland’s most celebrated dining spots. The warm, rustic space features an open kitchen and wood-fired oven, filling the air with the scent of roasting seafood, meats, and farm-fresh vegetables. The menu changes daily, based on what’s just come in from local fishermen and farmers.

Every dish is simple, seasonal, and full of flavor—no fuss, just great ingredients done right. Whether it’s just-caught fish or house-cured charcuterie, this is Portland’s food scene at its best. Reservations are a must (make one here), especially in peak season, so plan ahead to snag a table at this local favorite.

Evening – Catch live music at One Longfellow Square

One Longfellow Square in Portland Maine
Photo credit: One Longfellow Square

After dinner, wind down with some live music at One Longfellow Square, a cozy venue that’s all about quality performances in a laid-back, intimate setting. The space is seated and relaxed—think more listening room than loud bar—making it a great choice if you’re in the mood for something cultural but low-key.

The lineup ranges from folk and acoustic sets to jazz and singer-songwriters, often featuring both local talent and touring acts. Most shows start around 7:00 or 8:00 pm, so the timing works out perfectly after dinner at Fore Street. Check their event calendar here in advance to see who’s playing during your visit—you might just stumble into something unforgettable.

Day 3

Breakfast – Becky’s Diner

Breakfast-eaten-in-Portland Maine
A great spot for a classic breakfast

Start your final morning in Portland with a classic waterfront breakfast at Becky’s Diner, a longtime local favorite that opens bright and early at 5 am. It’s the kind of spot where lobstermen, locals, and visitors all sit side by side over hot coffee and hearty plates.

Grab a window seat if you can and dig into a stack of blueberry pancakes, a crabmeat omelet, or a good old-fashioned eggs-and-toast breakfast. Service is fast, portions are generous, and the vibe is exactly what you’d hope for in a coastal diner. Just be sure to leave yourself 15–20 minutes to walk to the start of your morning tour after you eat.

Morning/Early afternoon – Pedal the coastline on a lighthouse bike tour

Bailey-rides-a-bike-on-a-tour-in-Portland Maine
Yay bike tours!
Portland Head Light seen on a bike tour in Portland Maine
Portland Head Lighthouse

After a couple of days on foot and by boat, it was time to switch gears—literally. This small-group lighthouse bike tour was just what we needed: active without being intense, scenic without being rushed, and topped off with a lobster roll lunch that was honestly worth booking for on its own.

The tour starts at 9 am, so plan to head straight there after breakfast. Our guide, Mackenzie, kept things casual and fun, sharing Portland’s history and quirky facts as we pedaled our way along the coast. Over the course of a relaxed ride, we visited five lighthouses, including Bug Light, Spring Point Ledge, and the showstopper—Portland Head Light.

With just eight people in the group, the vibe was friendly and low-pressure. We had plenty of time to stop for photos, take in the views, and enjoy the sea breeze as we passed rocky shorelines, quiet neighborhoods, and those classic Maine cottages that look straight out of a postcard.

Midway through, we stopped for lunch – a generously sized lobster roll from a local food truck, complete with chips, dessert, and a soda. Sitting on a bench with ocean views and that lobster roll in hand? Pure Portland!

It was the perfect blend of sightseeing and storytelling, with just enough exercise to make it feel earned. This ride packs in the best of the coast without ever feeling rushed—a highlight of our trip, and one you won’t want to miss.

Afternoon – Rest or explore at your own pace

Portland Museum of Art in Portland Maine
Check out the Portland Museum of Art
Victoria Mansion in Portland Maine
The Victoria Mansion. Photo credit: Victoria Mansion

After a morning spent pedaling the coast and indulging in the city’s best lobster roll, you might be ready to slow things down. Whether you’re in the mood for a little more culture or just want to kick back with a view, Portland has a few perfect options. 

Here are three different ways to spend your afternoon—choose what suits your vibe best.

Portland Museum of Art

If you haven’t visited yet, the Portland Museum of Art is a great post-lunch option—cool, quiet, and just the right size for a relaxed stroll. The collection features Maine artists and American masters, with rotating exhibitions that are always worth a look. It’s calm, thoughtfully curated, and an ideal place to recharge while still feeling connected to the city.

Admission is $20 for adults, and note that the museum is closed on Mondays, so plan accordingly.

Tour the Victoria Mansion

Step back into Portland’s gilded past with a visit to Victoria Mansion, a beautifully preserved 19th-century brownstone just a 10-minute walk from the Old Port. From the carved staircase to the intricate ceiling frescoes, the interiors are incredibly detailed and completely original—no small feat for a house over 160 years old.

You can explore at your own pace or join a brief guided tour. Either way, it’s a quick but fascinating stop. Final admission is at 3:50 pm, so head here directly after the bike tour if this one’s on your list. Tickets are $19.25 for adults.

Relax on the Eastern Promenade

Not in the mood for museums or house tours? No problem. Bring it back full circle with some downtime at the Eastern Promenade. This open green space along the waterfront has plenty of shaded spots, benches, and breezy views—ideal for resting your legs after a morning of riding.

Spread out a blanket, crack open a book, or just sit back and watch the harbor activity. It’s a laid-back way to end the afternoon, and a gentle reminder that sometimes the best part of travel is simply slowing down.

Late afternoon – Toast to your trip on a sunset cruise

SeaPortland in Portland Maine
Photo credit: SeaPortland
SeaPortland in Portland Maine 1
Photo credit: SeaPortland

For your final evening in Portland, there’s no better sendoff than this sunset cruise through Casco Bay. We boarded the Elizabeth Grace near the ferry terminal and immediately felt like we were in for something special. As the boat pulled away from the dock, the sky turned golden and the city skyline started to glow.

Over the course of about 90 minutes, we cruised past historic landmarks like Fort Gorges, Peaks Island, and the ever-iconic Portland Head Light—each one bathed in that warm, late-day light that makes everything look a little more magical. We spotted seals swimming near the boat, seabirds soaring overhead, and even caught a glimpse of a bald eagle off in the distance.

What really made the trip was the crew! Captain Sam and deckhand Dany were friendly, knowledgeable, and kept the vibe relaxed but engaging. They shared just the right amount of local history, mixing in fun stories and cool facts without ever feeling scripted or overwhelming.

To make the most of the evening (and not miss dinner), we suggest booking an earlier departure, so you’ll still get that golden-hour glow while keeping your evening plans wide open.

Add in a cold local craft and the soft sound of water lapping against the boat, and it all felt pretty perfect. As we turned back toward the harbor, Portland’s lights sparkled in the distance—a fitting farewell to a city that somehow stays charming right to the end.

Dinner – Street & Co

Street & Co. in Portland Maine
Photo credit: Street & Co.
Street & Co. in Portland Maine (1)
Photo credit: Street & Co.

Tucked down a cobblestone alley in the Old Port, Street & Co. is one of Portland’s most cherished seafood restaurants, and the kind of place that makes you want to linger. The low lighting, copper-topped tables, and open kitchen give it a cozy, tavern-like feel, somewhere between a Mediterranean bistro and a Maine fisherman’s haunt.

The scent of garlic, lemon, and sizzling butter fills the air as seafood hits the pan, and the menu delivers on the atmosphere with elegant, boldly flavored dishes. Whether you go for mussels in white wine, linguine with clams, or whatever just came in from the boats that day, you’re in for a meal that feels rustic, refined, and distinctly Portland. This is a popular spot, so be sure to reserve a table here in advance.

Related Read: Want more ideas between meals and tours? Check out our full guide on the best things to do in Portland here!

Where to Stay in Portland, Maine

Longfellow Hotel in Portland Maine
Photo credit: Longfellow Hotel

Now that you’ve sorted your Portland itinerary, it’s time to find the perfect place to stay. This vibrant coastal city offers something for every kind of traveler—whether you’re looking for a stylish boutique hotel, a cozy mid-range stay, or a budget-friendly option, Portland has you covered.

To make your planning easier, we’ve put together the best places to stay in Portland so you can spend less time researching and more time soaking up the city’s cobblestone streets, fresh seafood, and salty sea breeze.

Luxury – $$$

Perched on Portland’s charming Congress Street, the Longfellow Hotel is a refined 5-star retreat where elegance meets thoughtful design. With a warm, inviting atmosphere, this boutique stay offers beautifully curated rooms, a full-service spa, a serene café, and a cozy lobby that guests rave about. It’s the kind of place where every detail feels considered, making it ideal for a relaxing escape just minutes from the waterfront and local landmarks.

Nightly rates generally range from $400–$1,000+ USD. See room rates and book your luxury stay on Booking.com.

Mid-range – $$

Embassy Suites by Hilton Portland Maine is a top mid-range choice near the Portland International Jetport, offering spacious two-room suites with separate living areas, microwaves, and fridges—great for families or business travelers. Guests rave about the free made-to-order breakfast, evening happy hour, indoor pool, and free airport shuttle. It’s also just a short drive to the Old Port and Maine Mall, making it a convenient and comfortable stay.

Prices range from around $150–$350 USD per night. Check Booking.com for room rates today!

Budget – $

For a cozy and affordable stay, the Best Western Merry Manor Inn is a solid pick! Located in South Portland just off I-95, this family-friendly hotel offers spacious rooms with comfy beds, free Wi-Fi, and a complimentary continental breakfast. Guests love the year-round heated indoor/outdoor pool and on-site restaurant—plus, the location makes it easy to explore local beaches, lighthouses, and downtown Portland.

Rooms start around $130 USD per night. Head to Booking.com to check availability and reserve your stay!

For more options, see all of Portland’s hotels listed here!

Renting a Car in the USA

View of the road and scenery driving down route 66 in USA

The United States is a vast country with diverse landscapes, from bustling cities to scenic national parks. While public transportation exists in major cities, renting a car is often the best way to explore the country’s wide-open spaces and hidden gems.

We always book with Discover Cars and can’t recommend them enough. It’s super easy to compare prices, check company ratings, find the right vehicle for your needs, and add affordable full coverage insurance. If you want a full breakdown, check out our Discover Cars review here.

Tips for Renting a Car in the USA

  • Drive on the right: In the U.S., vehicles drive on the right-hand side of the road, and the driver’s seat is on the left. If this is different than your home country, take some time to adjust before hitting busy streets!
  • Know the local rules: Speed limits, road signs, and driving laws can differ between states. For example, turning right on red is generally allowed after a complete stop, unless a sign indicates otherwise. Always check the specific rules for the states you’ll be driving in.
  • Add full insurance: We always recommend full coverage rental insurance, especially in the U.S., where long distances, varying road conditions, and unpredictable weather can lead to unexpected situations. Discover Cars makes it easy (and affordable!) to add this peace of mind when you book.
  • Choose the right car: Consider the nature of your trip. For city driving, a compact car is convenient, while for road trips or national park visits, an SUV might be more comfortable. With Discover Cars, it’s easy to filter by vehicle type, transmission, fuel efficiency, and more to find the perfect fit.

What You Need to Rent a Car in the USA

  • A valid driver’s license from your home country.
  • An International Driving Permit (IDP) is recommended if your license is not in English or uses a non-Roman alphabet. Some rental companies may require it, so it’s best to check in advance.
  • A credit card in the driver’s name is typically required for the security deposit.
  • Most rental companies require drivers to be at least 21 years old, with a young driver surcharge applicable for those under 25. Some companies may have higher age requirements, so make sure you double-check.

Ready to hit the road? Book your car with Discover Cars here and discover the freedom of exploring the USA on your own terms!

Don’t Forget Travel Insurance!

If you’re looking to save money on travel insurance, we currently use and recommend SafetyWing. We’ve been using their coverage since 2018 and they’ve had our backs when we needed emergency flights and got sick overseas.

SafetyWing is one of the cheapest providers out there and covers everything from medical costs to lost luggage, travel delays, and emergency flights. A huge difference we’ve found between them and other companies is that they let you take out a policy AFTER leaving your home country. We’ve also found it handy that it’s a monthly payment rather than a lump sum, and you can get a refund for unused time.

SafetyWing has helped us out in some scary situations before and their affordable coverage has given us peace of mind. You can read our honest review of SafetyWing for all the pros and cons.

Book your travel insurance with SafetyWing here!

Thanks for reading!

Daniel-and-Bailey-take-a-selfie-drinking-a-beer-in-Portland Maine
Thanks for reading!

Three days in Portland, Maine, is the perfect amount of time to experience this harbor-side town. We loved the New England vibes, from historic lighthouses to buttery lobster rolls, and the charming old buildings. This itinerary will show you the best of Portland, yet leaves enough time for you to experience it for yourself!

If you need help planning the rest of your travels, check out our other USA blogs here! We have even more resources, such as top things to do, where to stay guides, and other city itineraries. Here are a few related blog posts to get you started – cheers!

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