Family Adventure

Maine,
USA

Depart
Aug 8
Return
Aug 15
Eryn & Lawson · + 2 littles (3 & 6)
August 8
The Drive
Baltimore to Portland
Aug 9 · Day 1
Portland
Old Port & Lobster
Aug 10 · Day 2
Portland
Lighthouse Trail & Beach
Aug 11 · Day 3
The Coast
Portland → Bar Harbor
Aug 12 · Day 4
Acadia
Park Loop & Popovers
Aug 13 · Day 5
Acadia
Cadillac & Tide Pools
Aug 14 · Day 6
Bar Harbor
Town Day & Whale Watch
Explore
Ideas & Extras
Dining · Activities · Rainy Days
The Drive North
Saturday · August 8
Depart ~6:00 AM
Baltimore → Portland
~500 miles · I-95 N
The big drive. Allow 8–9 hours with stops. Break it up for the kids — plan two solid rest stops. Hit the road early while they're still drowsy.
·
Stop 1 (~3 hrs) — Somewhere around New Haven, CT. Stretch legs, snacks, bathroom.
·
Stop 2 (~6 hrs) — Kennebunk or Wells, ME. Quick lunch, let the kids run.
🚗 ~8–9 hrs with stops
~3:00 PM · Arrival
Check In & Decompress
Portland · Hotel or Rental
Drop bags, let the kids explore the room. Don't plan anything ambitious — everyone needs to shake off the car. A short walk around the neighbourhood, then an easy dinner.
Book Accommodation
~5:30 PM
Portland Lobster Company · Commercial St
Right on the waterfront with outdoor picnic tables — perfect for restless kids. Lobster rolls, steamers, fried clams. Kids can watch the boats while you eat. Casual, no reservations, exactly right after a long drive.
Dinner Kid-Friendly
Day 1 Portland — Old Port & the Shore Sun · Aug 9
Area
Old Port · East End · Waterfront
Vibe
Slow explore, ice cream, harbour boats, early bedtime
~8:00 AM · Breakfast
7 Exchange St · Old Port
Maine potato donuts — the texture is unlike anything else. Made fresh daily, flavours rotate. The 6-year-old will lose their mind. Get there early — popular flavours sell out. Cash and card accepted.
Kid-Favourite
~9:30 AM
Old Port Wander
Congress St · Wharf St · Fore St
Cobblestone streets, brick buildings, working waterfront. Walk at kid-pace — let them peek into shops, watch fishing boats, find painted rocks. The 3-year-old will want to be carried eventually. Bring the stroller.
~11:00 AM · ~1 Hour
Casco Bay Lines · 56 Commercial St
The mail boat delivers mail to the islands — and you can ride along. A ~3-hour loop through Casco Bay touching six islands. But with small kids, the shorter Bailey Island Cruise (~1.5 hrs) or even just the quick Peaks Island ferry (20 min each way, ~1 hour on the island) is better. Peaks has a small beach, ice cream, and golf carts — ideal for little legs.
Kid-Friendly
~12:30 PM
Lunch on the Waterfront
Old Port · Waterfront area
Keep it easy with the kids:
·
Becky's Diner — 390 Commercial St · classic Maine diner, huge portions, crayons for kids
·
Bite Into Maine — food truck on the waterfront · lobster rolls in the sun
·
Flatbread Company — 72 Commercial St · wood-fired pizza right on the water, outdoor seating
Lunch
~2:00 PM · Nap Window
The Great Nap
Back to the hotel. The 3-year-old needs this and so do you. Non-negotiable. Let the 6-year-old do quiet time with a tablet or colouring. Recharge for the evening.
~4:30 PM
East End · Portland
Wide grassy trail along the waterfront — perfect for the kids to run free. Views of Casco Bay and the islands. There's a small East End Beach at the bottom for wading (cold water, but the kids won't care). The narrow-gauge railroad runs scenic rides along the shore if it's operating.
Kid-Friendly
~6:00 PM
Dinner — Night One
Old Port · Portland
·
Scales — 68 Commercial St · right on the working wharf, fresh seafood, outdoor seating, relaxed with kids
·
Ri Rá Irish Pub — 72 Commercial St · familiar comfort food, noisy enough that kids blend in
Dinner
~7:30 PM · Post-Dinner
51 Exchange St · Old Port
Handmade small-batch ice cream — some of the best in New England. Flavours change daily. The kids will be vibrating. Bedtime immediately after.
Kid-Favourite
Day 2 Lighthouses & Beaches Mon · Aug 10
Area
Cape Elizabeth · Scarborough · South Portland
Vibe
Outdoor day — lighthouses, rocky coast, sandy beach
~9:00 AM · ~20 Min Drive
Fort Williams Park · Cape Elizabeth
Maine's most iconic lighthouse — and the park surrounding it is incredible for kids. Wide open fields, rocky shore to explore, a small museum, and easy walking paths. The 6-year-old can scramble on the rocks (supervised). The 3-year-old will find sticks. Free parking, free entry to the park. Allow 1–1.5 hours.
Free · No Reservation Kid-Friendly
🚗 ~15 min drive
~11:00 AM
Scarborough Beach State Park
One of the best sandy beaches near Portland — gentle waves, lifeguards on duty in summer. Cold water (this is Maine) but the kids won't care. Bring sand toys, towels, sunscreen. Parking fills early on sunny days — arrive before 11. Small entry fee per car.
Kid-Friendly
~1:00 PM · Beach Lunch
Lunch at the Beach
Pack a cooler with sandwiches, fruit, and juice boxes — or grab takeout from Ken's Place in Scarborough (fried clams, lobster rolls, fries). Eat on the beach or at the picnic tables. Keep it simple.
Lunch
~2:30 PM
Afternoon Nap / Quiet Time
Sun and sand will knock the kids out. Head back to the hotel for naps. The 6-year-old gets screen time. Everyone recharges.
~5:00 PM
South Portland · Portland Breakwater Lighthouse
Tiny lighthouse, big open grass field, views back to Portland skyline. Perfect for the kids to run while you sit and watch the boats. The breakwater walk is doable with a 6-year-old — probably too long for the 3-year-old. Great sunset spot.
Free
~6:30 PM
Dinner — Night Two
·
Highroller Lobster Co. — 104 Exchange St · lobster rolls, lobster mac & cheese, tater tots. Kids will love it.
·
Otto Pizza — 576 Congress St · reliably great pizza, fast, kid-proof
Dinner
Day 3 The Coastal Drive Tue · Aug 11
Area
Portland → Bar Harbor (via Route 1 / I-95)
Vibe
Road trip with stops — turn the drive into the adventure
~8:00 AM · Check Out
Leave Portland
Grab a quick breakfast at the hotel or pick up pastries from Standard Baking Co. (75 Commercial St) for the road. The drive to Bar Harbor is ~3.5 hours direct, but you're going to make stops. Budget the full morning and early afternoon.
🚗 ~1.5 hrs to Camden
~10:00 AM · Pit Stop
Camden · Maine · Route 1
One of the prettiest harbour towns on the coast. Let the kids stretch their legs along the waterfront. Good ice cream, a small park by the harbour, and the famous windjammer schooners. 30–45 min stop.
Walk-In
🚗 ~2 hrs to Bar Harbor
~1:00 PM · Arrival
Arrive Bar Harbor
Bar Harbor · Mount Desert Island
Check in, unpack, settle the kids. Bar Harbor is tiny and walkable — the main strip is one street. Let the kids run around the village green while you get your bearings.
Book Accommodation
~2:00 PM
Lunch in Town
Bar Harbor · Main Street
·
Side Street Café — 49 Rodick St · burgers, lobster mac & cheese, generous kids' menu
·
Stewman's Lobster Pound — 35 West St · waterfront, classic lobster, very kid-friendly
Lunch
~4:00 PM · Low Tide Only
Bar Harbor · Land Bridge at Low Tide
At low tide, a natural gravel bar connects Bar Harbor to Bar Island — you can walk across. The 6-year-old will think this is magic. The path is about 0.4 miles. Check tide tables and return 1.5 hours before high tide — the path floods and people do get stranded. Carry the 3-year-old on the way back if needed.
Free · Tide-Dependent Kid-Favourite
~6:30 PM
First-Night Dinner — Bar Harbor
·
Geddy's — 19 Main St · outdoor patio, live music, lobster and burgers, the kids can be loud
·
Rosalie's Pizza — 46 Cottage St · New York-style pizza, fast, no fuss
Dinner
Day 4 Acadia — Park Loop & Popovers Wed · Aug 12
Area
Acadia National Park · Park Loop Road
Vibe
The big Acadia day — keep it flexible, follow the kids' energy
Important
Acadia Vehicle Reservation
nps.gov/acad · recreation.gov
Acadia requires a timed entry vehicle reservation for Cadillac Mountain and the Park Loop Road during peak season (June–October). Book these well in advance — they sell out weeks ahead. You'll also need to purchase a park pass ($35/vehicle for 7 days).
Book Well Ahead
~8:30 AM
Park Loop Road · Acadia National Park
The famous popovers with butter and jam on the lawn overlooking Jordan Pond. This is the quintessential Acadia experience. Go early — the restaurant gets a line by 10 AM. Kids love popovers. The view of the Bubbles across the pond is postcard-perfect.
Reserve Ahead Kid-Favourite
~10:00 AM
Jordan Pond · Acadia
The full loop is 3.3 miles — doable with a 6-year-old but long for the 3-year-old. The flat east side (about 1 mile out and back) is stroller-friendly on boardwalks and perfect for little legs. Turn around whenever the kids flag. Gorgeous mountain reflections in the pond.
Free with Park Pass
~11:30 AM
Park Loop Road — Drive & Stops
27-mile scenic drive · Acadia
Drive the famous Park Loop Road. Key kid-friendly stops along the way:
·
Thunder Hole — waves crash into a narrow inlet and boom. Best 2 hrs before high tide. The 6-year-old will want to stay forever.
·
Sand Beach — Acadia's only sandy beach. Gorgeous, very cold water. Let the kids wade and build sandcastles.
·
Otter Cliff — dramatic rocky cliffs. Quick stop, good photos, keep kids back from the edge.
~1:00 PM
Picnic Lunch
Pack a cooler — there are no food options inside the park beyond Jordan Pond House. Sandwiches, fruit, chips, juice. Eat at one of the pullover areas or at Sand Beach. Pro tip: grab supplies the night before from Hannaford in Bar Harbor.
Lunch
~2:30 PM
Afternoon — Follow the Energy
If the kids are still going: Bubble Rock — a short hike (0.8 mi round trip) to see the famous glacial boulder balanced on a cliff. The 6-year-old can do it. If they're done: head back to Bar Harbor for naps, ice cream, and pool time.
~6:00 PM
Dinner
·
Thurston's Lobster Pound — Bernard, ME (~30 min drive) · on the working harbour, the real Maine lobster experience. Picnic tables, bibs, sunset. Worth the drive.
·
Galyn's — 17 Main St, Bar Harbor · reliable seafood, outdoor dining, good kids' menu
Dinner
Day 5 Cadillac Mountain & Tide Pools Thu · Aug 13
Area
Cadillac Mountain · Acadia · Bar Harbor
Vibe
Early start, mountaintop views, lazy afternoon
~7:00 AM · Drive Up
Summit · 1,530 ft · Acadia National Park
The highest point on the eastern US seaboard north of Brazil. You can drive to the top. The summit loop trail is 0.3 miles — short enough for the 3-year-old with help. 360° views of the Atlantic, islands, and coast. Go early to beat the crowds and heat. Timed reservation required — book well ahead.
Reservation Required Kid-Friendly
~9:00 AM
Breakfast Back in Town
Bar Harbor
·
2 Cats — 130 Cottage St · cozy breakfast spot, generous portions, local favourite
·
Jeannie's Great Maine Breakfast — 15 Cottage St · classic diner, pancakes, blueberry everything
~10:30 AM · Low Tide
Tide Pool Exploring
Ship Harbor Trail or Wonderland · Acadia
Two short, flat trails on the quieter side of the island that end at the ocean. At low tide, the tide pools are incredible — sea stars, crabs, anemones, periwinkles. The 6-year-old will be a marine biologist for the day. The 3-year-old will find a puddle and stay in it. Ship Harbor is 1.3 miles round trip; Wonderland is 1.4 miles. Both stroller-accessible on the trail portion (not the rocks).
Free with Park Pass Kid-Favourite
~1:00 PM
Afternoon — Slow Down
Head back to Bar Harbor. Nap for the 3-year-old. Pool time, ice cream walk, or just sit and do nothing. The kids have earned it. You've earned it more.
~5:30 PM
Dinner
·
Jordan's Restaurant — 80 Cottage St · beloved local spot, blueberry pancakes all day, but also great dinner
·
Paddy's Irish Pub — 34 Kennebec Pl · casual, generous, good with kids
Dinner
Day 6 Bar Harbor & Whale Watch Fri · Aug 14
Area
Bar Harbor · Frenchman Bay
Vibe
Town day — slower pace, big afternoon adventure
~9:00 AM
Lazy Morning in Town
Bar Harbor Village
Sleep in. Breakfast at the hotel or walk to town. Browse the shops on Cottage Street — there's a toy store, a candy shop, and a bookshop. Let the 6-year-old pick a souvenir. Let the 3-year-old pick a rock.
~10:30 AM
Bar Harbor Road · Trenton
Small, manageable zoo with native Maine animals — moose, bear, deer, porcupines — plus a petting area and aquarium touch tanks. Perfect scale for a 3-year-old and 6-year-old. About 1.5 hours is plenty. 10 minutes from Bar Harbor.
Kid-Favourite
~1:00 PM · Book Ahead
Bar Harbor Whale Watch Co · 1 West St
~2.5–3 hour catamaran trip into the Gulf of Maine. Humpback, finback, and minke whales are common in August. The catamaran is more stable and better for kids than smaller boats. Bring layers — it's cold on the water even in August. Dramamine for anyone prone to motion sickness. The 6-year-old will remember this forever. The 3-year-old may nap on the boat.
Book Ahead Kid-Friendly (3+ years)
~5:00 PM
Recharge
Post-whale-watch recovery. Snacks, pool, quiet time. Everyone will be tired from the sea air.
~6:30 PM
Last-Night Dinner
·
Reading Room Restaurant — Bar Harbor Inn · waterfront fine dining with a kids' menu, sunset views over Frenchman Bay. The special last-night option.
·
McKays Public House — 231 Main St · upscale pub, great cocktails, relaxed enough for kids
Dinner
~8:00 PM
Last-Night Ice Cream
CJ's Big Dipper · Main St
Giant scoops, classic flavours, the kids covered in chocolate. The last sweet moment before the drive home.
Kid-Favourite
Day 7 The Journey Home Sat · Aug 15
Area
Bar Harbor → Baltimore
Vibe
Early start, long drive, memories in the rearview
~6:30 AM · Early Start
Check Out & Hit the Road
Bar Harbor to Baltimore is ~9–10 hours with stops. Leave early while the kids are still drowsy — they might sleep the first two hours. Load the car the night before. Grab hotel breakfast or pack granola bars and go.
~11:00 AM · Halfway Stop
Lunch Stop — New Hampshire or Massachusetts
Find a rest area or casual restaurant around the Portsmouth, NH or Newburyport, MA area. Let the kids run for 30 minutes. Refuel (the car and the children). Budget 45 min–1 hour.
~4:30 – 5:30 PM
Home
Pull into the driveway. Unload the essentials. Leave the rest for tomorrow. Order takeout. Put the kids to bed. You did it.
Ideas & Extras
Portland Restaurants
★★★★★Eventide Oyster Co.
Iconic
86 Middle St · Portland
Portland's most famous seafood spot. The brown butter lobster roll is legendary. Small space — not ideal with two small kids at peak hours, but a late lunch works. Consider getting takeout.
★★★★★Fore Street
Special Occasion
288 Fore St · Portland
James Beard Award-winning restaurant. Wood-fired everything. One of the best restaurants in New England. Not a kids' restaurant — consider if you can get a sitter for one evening. Walk-ins only, arrive at 5:00 PM for the best chance.
★★★★☆Duckfat
Fries & Poutine
43 Middle St · Portland
Famous for duck-fat fries, paninis, and poutine. Quick, casual, kids will demolish the fries. No reservations.
★★★★☆J's Oyster
Dive Bar Charm
5 Portland Pier · Portland
Legendary dive bar on the pier. Cash only. Oysters, chowder, cold beer. Questionable with kids but an institution worth knowing about.
Bar Harbor Restaurants
★★★★★Thurston's Lobster Pound
The Real Deal
Steamboat Wharf Rd · Bernard · ~30 min from BH
On a working harbour on the quiet side of the island. Lobster off the boat, picnic tables, sunset. This is the lobster experience you came to Maine for. Worth the drive. Cash and card. BYOB.
★★★★☆Havana
Date Night
318 Main St · Bar Harbor
Latin-inspired fine dining with a great cocktail bar. The best "grown-up" restaurant in Bar Harbor. If you can get one evening without the kids — this is it.
★★★★☆Beal's Lobster Pier
Southwest Harbor
182 Clark Point Rd · Southwest Harbor
Another authentic lobster pound on the quieter side. More local, less tourist traffic than Bar Harbor waterfront spots. Outdoor picnic tables, BYOB.
Kid Activities
★★★★★Pirate's Cove Mini Golf
Classic
Bar Harbor Road · Trenton
Solid mini golf right near the Acadia Zoo. The 6-year-old will love it. The 3-year-old will carry a ball around and occasionally put it somewhere. Budget 45 min.
★★★★★Carriage Roads — Bike Ride
Acadia
Acadia National Park · Multiple Entrances
45 miles of car-free crushed gravel roads built by John D. Rockefeller Jr. Flat, shaded, gorgeous. Rent bikes with a kid trailer or tag-along from Acadia Bike in Bar Harbor. The section around Eagle Lake is flat and beautiful — about 6 miles round trip.
★★★★☆Diver Ed's Dive-In Theater
Boat + Underwater Camera
55 West St · Bar Harbor
A diver goes underwater with a camera while you watch on a screen aboard the boat. They pull up sea creatures for a touch tank on deck. Incredibly engaging for kids. ~2 hours. Book ahead.
★★★★☆Echo Lake Beach
Warm(er) Water
Echo Lake · Acadia National Park
Freshwater lake beach inside Acadia — significantly warmer than the ocean beaches. Shallow entry, lifeguards, surrounded by mountains. The best swimming-with-kids spot on the island.
★★★★☆Children's Museum of Maine
Rainy Day
142 Free St · Portland
If it rains in Portland — this is your fallback. Interactive exhibits, water table, climbing structure, toddler area. Perfect for both ages. Allow 2–3 hours.
Rainy Day Backup Plans
★★★★☆Abbe Museum
Bar Harbor
26 Mount Desert St · Bar Harbor
Museum of Wabanaki history and culture. Small but well done. The 6-year-old will find it interesting; the 3-year-old will be fine for about 45 minutes.
★★★★☆Bar Harbor Cinema
Reel Pizza
33 Kennebec Pl · Bar Harbor
Reel Pizza Cinerama — eat pizza while watching a movie. Tables instead of seats. The most kid-friendly cinema experience imaginable. Check what's playing.
★★★☆☆Hotel Pool Day
Always Works
Sometimes the best rainy day plan is no plan. If your hotel has a pool — that's three hours of entertainment right there. Throw in a movie on the tablet and room service. Nobody needs to be ON every day.
Ice Cream & Sweets
★★★★★Mount Desert Island Ice Cream
Best in Maine
Locations in Portland (51 Exchange St) & Bar Harbor (7 Firefly Ln)
Handmade, creative flavours, impossibly good. You'll visit both locations multiple times. This is not negotiable.
★★★★☆CJ's Big Dipper
Bar Harbor Classic
151 Main St · Bar Harbor
Enormous scoops, classic flavours, the kids-covered-in-chocolate experience. A Bar Harbor tradition.
★★★★☆Ben & Bill's Chocolate Emporium
Candy Shop
66 Main St · Bar Harbor
Ice cream AND a chocolate/candy shop. The 6-year-old will want to live here. Famous for lobster ice cream (yes, real lobster). Worth trying once for the story.
Packing — Family Edition
Kids' Essentials
Stroller
Non-Negotiable
The 3-year-old will walk for about 20 minutes before wanting to be carried. A lightweight umbrella stroller saves your back. It won't work on rocky trails but it's essential for towns, waterfront walks, and airports of patience.
Car entertainment
Survival Kit
Two 8–9 hour drives require serious preparation. Loaded tablets with downloaded shows, colouring books, sticker books, small toys, snack bags. New toys they haven't seen before buy you extra time. Headphone splitters so they can watch the same show.
Swim gear & water shoes
Daily Use
Swimsuits, rash guards (the sun is real), water shoes for rocky beaches and tide pools. Bring at least two swimsuits per kid — nothing dries overnight in Maine humidity. A small inflatable for pool time.
Layers for the boat
Whale Watch
Even in August, it's 15–20°F colder on the water. Bring lightweight jackets and long pants for the whale watch and any boat trip. The kids will be cold before you are.
Outdoor Gear
Bug spray
Essential
Maine mosquitoes and black flies are aggressive in August, especially near water and at dusk. Kid-safe DEET or picaridin spray. Apply before every outdoor evening activity. Bring a backup bottle.
Sunscreen SPF 50
Daily
August sun on the water reflects and burns fast. Reapply every 2 hours, especially on the kids. Stick sunscreen for faces is easier than spray for squirmy toddlers.
Hiking carrier or backpack
For the 3-Year-Old
A kid carrier backpack (Osprey Poco, Deuter Kid Comfort) is worth its weight in gold on Acadia trails. The stroller won't work on rocky paths. The 3-year-old rides, you hike, everyone's happy.
Sand toys & beach towels
Beach Days
A small bucket and shovel set, a few beach towels, and a shade tent or umbrella if you have one. Sand Beach in Acadia and Scarborough Beach both have fine sand perfect for building.
Book Ahead Checklist
Acadia vehicle reservation
Sells Out
Timed entry for Cadillac Mountain and Park Loop Road. Check recreation.gov — they release reservations on a rolling basis. Book as early as possible.
Whale watch tickets
Popular
August is peak season. Book the whale watch at least 2 weeks ahead. The catamaran trips are best for families — more stable, more space for kids to move.
Accommodation — both cities
August Peak
August is peak Maine tourist season. Book Portland accommodation (2 nights: Aug 8–10) and Bar Harbor accommodation (4 nights: Aug 11–15) as early as possible. Look for family-friendly hotels or vacation rentals with a kitchen — being able to make snacks and breakfast saves time and sanity.
Jordan Pond House
Popovers
Reservations recommended, especially for breakfast and lunch. Check their website for availability. Walk-ins are possible but you may wait 30–60 minutes in peak season.