Guidebook for Southport
Food Scene
A five minute walk from the cottage, this is a great place for lunch, dinner, drinks and nibbles... They have a gas fire pit on the deck, and often have live music at night (folk or background music). If it's rainy you can enjoy your beverage in front of the big fireplace in the lobby. My favorite place to go in the whole Boothbay Region!
7 locals recommend
Newagen Seaside Inn
60 Newagen Colony Rd A five minute walk from the cottage, this is a great place for lunch, dinner, drinks and nibbles... They have a gas fire pit on the deck, and often have live music at night (folk or background music). If it's rainy you can enjoy your beverage in front of the big fireplace in the lobby. My favorite place to go in the whole Boothbay Region!
Right on the island, outdoor dining, beautiful views, pick out your lobster!
38 locals recommend
Robinson's Wharf
20 Hendricks Hill RdRight on the island, outdoor dining, beautiful views, pick out your lobster!
On the island, outside dining overlooking lovely Cozy Harbor, plus a window for ice cream cones!
Oliver's at Cozy Harbor Wharf
36 Cozy Harbor RdOn the island, outside dining overlooking lovely Cozy Harbor, plus a window for ice cream cones!
Pick up a drink and sandwich to eat down the road at the beach! They also have coffee, pastries, pizza, breakfast sandwiches... We love their breakfast pizza!
9 locals recommend
Southport General Store
443 Hendricks Hill RdPick up a drink and sandwich to eat down the road at the beach! They also have coffee, pastries, pizza, breakfast sandwiches... We love their breakfast pizza!
Buy a ticket in Boothbay then jump aboard the boat for a 40 minute ride to Cabbage Island in Linekin Bay. Here you will be in an idyllic outdoor setting for an authentic clambake. An amazing amount of food - it's worth the price!
18 locals recommend
Cabbage Island Clambakes
22 Commercial StreetBuy a ticket in Boothbay then jump aboard the boat for a 40 minute ride to Cabbage Island in Linekin Bay. Here you will be in an idyllic outdoor setting for an authentic clambake. An amazing amount of food - it's worth the price!
Fresh seafood, outdoor dining overlooking East Boothbay Harbor. ... They often have entertainment in the evening, as well.
8 locals recommend
Lobsterman's Wharf
224 A Ocean Point RdFresh seafood, outdoor dining overlooking East Boothbay Harbor. ... They often have entertainment in the evening, as well.
Drinks & Nightlife
Great views of the sunset on the deck, delicious BBQ if you would like food with your drink, live music!
Cod's Head
63 Atlantic AveGreat views of the sunset on the deck, delicious BBQ if you would like food with your drink, live music!
Sightseeing
A favorite cruise if you like to sail is aboard the schooner Eastwind. The two-hour voyage aboard Boothbay Harbor's largest schooner gives you time to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape. The sunset cruise is very special! $40 per person
9 locals recommend
Eastwind Schooner
20 Commercial StA favorite cruise if you like to sail is aboard the schooner Eastwind. The two-hour voyage aboard Boothbay Harbor's largest schooner gives you time to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape. The sunset cruise is very special! $40 per person
Parks & Nature
I love the Boothbay Region Land Trust! The sweet Hendrick's Head Trail is right next to the town beach on Southport. My favorite trail, though, is the Porter Preserve on Barter's Island (a 15 minute drive). Trails meander through old growth spruce, oak and pine along half mile of shorefront on the Sheepscot and Back rivers with lovely scenic vistas. There is a sheltered cove with a beach and a small offshore island known as Lydia Ann’s Island.
23 locals recommend
Boothbay Region Land Trust
60 Samoset RdI love the Boothbay Region Land Trust! The sweet Hendrick's Head Trail is right next to the town beach on Southport. My favorite trail, though, is the Porter Preserve on Barter's Island (a 15 minute drive). Trails meander through old growth spruce, oak and pine along half mile of shorefront on the Sheepscot and Back rivers with lovely scenic vistas. There is a sheltered cove with a beach and a small offshore island known as Lydia Ann’s Island.
Arts & Culture
The stage of the historic 1894 Opera House in Boothbay Harbor has played host to actors and musicians from around the state and around the globe. With over 100 events and performances annually, there is almost always something happening at the House! Prices are reasonable, too!
22 locals recommend
Opera House Box Office
86 Townsend AveThe stage of the historic 1894 Opera House in Boothbay Harbor has played host to actors and musicians from around the state and around the globe. With over 100 events and performances annually, there is almost always something happening at the House! Prices are reasonable, too!
Entertainment & Activities
Harbor Theater
185 Townsend AveSmall theater, current movies, great popcorn!
Essentials
Biggest grocery store in the area - has everything you need!
34 locals recommend
Hannaford Supermarket
180 Townsend AveBiggest grocery store in the area - has everything you need!
Rite Aid
223 Townsend AvePharmacy/ drugstore - can fix what ails you!
Can wash and fold your own laundry, or pay them to do it!
8 locals recommend
Harbor's Choice Laundry & Dry Cleaning
219 Townsend AveCan wash and fold your own laundry, or pay them to do it!
Walk-in medical clinic. Open 8 a.m. to 8 p.m. A ten minute drive from the cottage.
LincolnHealth St. Andrews Urgent Care Center
6 St Andrews LnWalk-in medical clinic. Open 8 a.m. to 8 p.m. A ten minute drive from the cottage.