2 Best Restaurants in Side Trips From Portland, Maine

Background Illustration for Restaurants

We've compiled the best of the best in Side Trips From Portland - browse our top choices for the top things to see or do during your stay.

Diamond's Edge Restaurant and Marina

$$$ | Great Diamond Island Fodor's Choice

Whether you dine on the large, airy deck or out on the lawn that stretches to the water, you're in for a real treat: creative surf-and-turf dishes featuring locally sourced, seasonal ingredients. Start with a few items from the excellent selection of hot and chilled seafood—the scallop crudo is superb—and then move on to one of the extremely fresh entrées, which include a bouillabaisse filled with mussels, fresh catch, salmon, cod, shrimp, and scallops.

Diamond Cove, Casco Bay Islands, ME, 04109, USA
207-766–5850
Known For
  • Gorgeous views
  • Slow food prepared on island time
  • House-made desserts featuring delicious house gelato
Restaurant Details
Closed Mon. and Tues. and Nov.–June. No lunch Wed.–Fri.

Something incorrect in this review?

Crown Jewel

$$ | Great Diamond Island

Forget New England nautical; Crown Jewel's owners went in a completely different design direction when they created it, and instead leaned into Latin American and Miami vibes. And in fact, the flamingos and palm trees dotting the decor here embody the whimsical spirit of the entire place, found in its partylike feel as well as the fun cocktails and in delicious dishes like fried oysters with chipotle aioli and apple compote, or lobster arancini.

255 Diamond Ave., Casco Bay Islands, ME, 04109, USA
207-766–3000
Known For
  • A popular happy hour
  • Creative and flavorful cocktail program
  • Food for sharing
Restaurant Details
Closed Mon. and Tues. June–Aug.; Mon.–Thurs. Sept.; and Oct.–May. No lunch weekdays

Something incorrect in this review?