Greg's Guidebook
Food scene
A quick 15 minute ferry ride from Cousins island will get you to Chebeague Island. You can shuttle or walk up to the Inn. There’s also a 9 hole golf course that sits in front of the Inn. We like to stop at the beach to look for sea glass with the kids first. Typically they enjoy some ice cream while we sip a glass of wine and watch the sunset. There are board games & outdoor games that are fun for the kids. Or turn your visit into a romantic night out and enjoy the amazing food at the restaurant while watching the sunset over Casco Bay. One of our favorite spots!
12 locals recommend
Chebeague Island Inn
61 S RdA quick 15 minute ferry ride from Cousins island will get you to Chebeague Island. You can shuttle or walk up to the Inn. There’s also a 9 hole golf course that sits in front of the Inn. We like to stop at the beach to look for sea glass with the kids first. Typically they enjoy some ice cream while we sip a glass of wine and watch the sunset. There are board games & outdoor games that are fun for the kids. Or turn your visit into a romantic night out and enjoy the amazing food at the restaurant while watching the sunset over Casco Bay. One of our favorite spots!
Our friend owns this restaurant along with Blyth & Burrows (on Exchange St.) Both places are our favorite spots to visit in Portland on date night. Stop at Blyth for a cocktail and app before heading to Via V for dinner. You won’t be disappointed!
20 locals recommend
ViA VECCHiA
10 Dana StreetOur friend owns this restaurant along with Blyth & Burrows (on Exchange St.) Both places are our favorite spots to visit in Portland on date night. Stop at Blyth for a cocktail and app before heading to Via V for dinner. You won’t be disappointed!
Yarmouth is full of amazing restaurants and this in particular is one of our favorites. The pictures say it all. Be sure to make reservations in advance!
6 locals recommend
The Garrison
81 Bridge StYarmouth is full of amazing restaurants and this in particular is one of our favorites. The pictures say it all. Be sure to make reservations in advance!
Pat's Pizza Yarmouth
791 US-1The “locals” spot for pizza. Great delivery option.
Sightseeing
A beautiful spot if you’re looking to take a walk or go for a run.
7 locals recommend
Littlejohn Island Preserve
180 Pemasong LnA beautiful spot if you’re looking to take a walk or go for a run.
Our friend owns this business and I must say that it’s the most authentic Maine boat tour that you could take. You’ll meet some true Mainah’s while learning about lobstering in Maine. Lend a hand pulling up lobster pots. Our kids loved this tour! This is the best way to see the Maine coastline. Tom will take you by Portland Headlight, Bug Light, and Fort Gorgeous. You’ll likely spot Porpoises as well.
40 locals recommend
Lucky Catch Cruises
170 Commercial StOur friend owns this business and I must say that it’s the most authentic Maine boat tour that you could take. You’ll meet some true Mainah’s while learning about lobstering in Maine. Lend a hand pulling up lobster pots. Our kids loved this tour! This is the best way to see the Maine coastline. Tom will take you by Portland Headlight, Bug Light, and Fort Gorgeous. You’ll likely spot Porpoises as well.
You can spend an entire day in the Old Port sightseeing, shopping & eating. The thirsty pig is a go to lunch spot with the kids.
223 locals recommend
Old Port
You can spend an entire day in the Old Port sightseeing, shopping & eating. The thirsty pig is a go to lunch spot with the kids.
Our favorite spot for a day trip. Shop, eat & explore. Visit our friends at AE Home Store for amazing Maine inspired ceramics.
Visit the Botanical Gardens, rent kayaks, or book a trip to Cabbage Island for a lobster bake. Either way enjoy the beauty & history of this small town.
105 locals recommend
Boothbay Harbor
Our favorite spot for a day trip. Shop, eat & explore. Visit our friends at AE Home Store for amazing Maine inspired ceramics.
Visit the Botanical Gardens, rent kayaks, or book a trip to Cabbage Island for a lobster bake. Either way enjoy the beauty & history of this small town.
Worth the drive if you want to plan an entire day at the beach.
110 locals recommend
Scarborough Beach
Black Point RdWorth the drive if you want to plan an entire day at the beach.
Popham Beach State Park
711 Popham RdWhite sandy beach for miles!
If you’re looking to get out to one of the many islands this is a great day trip. Rent a golf cart or bikes to explore the island and see the historical forts. Plenty of options for lunch & small beaches to enjoy
176 locals recommend
Peaks Island
If you’re looking to get out to one of the many islands this is a great day trip. Rent a golf cart or bikes to explore the island and see the historical forts. Plenty of options for lunch & small beaches to enjoy
Local Brewery
Maine is ranked 5th in the nation for the most breweries per capita!
Maine Beer Company
525 US-1Huge tasting room, outdoor seating & kid friendly
Brickyard Hollow
20 Bow StGreat brew & kid friendly