Itinerary for Seven Days of the Best Boothbay Harbor Activities

With so many different scenic Boat Tours available as well as the myriad of other activities Boothbay Harbor offers we have many guests choose us for extended stays for their Boothbay Harbor vacation.  Our guests love our brand new luxury sized Deluxe, Suite or Oceanfront rooms which were designed for our guests comfort with modern sized larger bathrooms & all the modern amenities today’s traveller’s expect.   Lounge in our Oceanside Hot Tub and start your day with a Farm to Table Gourmet buffet Breakfast.  

Let us be your personal tour guide!  During you stay with us we provide each room or suite with a walking map of Boothbay Harbor & surrounding peninsulas, as well as, detailed information according to each guest’s interests and preferences regarding restaurants, sights to see, art galleries, boating trips & sailing excursions, and much more.  

Day 1

  • Arrive, sit on our waterfront lawn or pier, dock, float and unwind after a long car ride & watch the tide roll in or out slowly, begin to decompress
  • Take a short Walk to downtown & peek in stores then grab dinner at Harbor Side Tavern
  • Make reservations for Ports of Italy
  • Ice Cream at BBH Ice Cream Factory
  • See schedule for Opera House events located across the street
  • Hot Tub

Day 2

  • CMBG & Lunch there or (take a left out of the Gardens then another left onto Sawyer’s Island Road onto Samoset road then right onto Lakeside Drive) to West Boothbay Harbor & Southport where Robinson’s Wharf for lobster outside seating or Olivers for fancier fare
  • Aquarium
  • Sunset Sail 2 hour schooner
  • Dinner Ports of Italy

Day 3

  • Monhegan Island, lunch there
  • Hot Tub & lounge on decks
  • Dinner Boat Houe Bistro (Lobster Thermadore)

Day 4

  • Railway Museum
  • Take River Road
  • Pemaquid Beach (if you don’t have beach towels we can provide them)
  • Fort Pemaquid
  • Lunch outside Coveside or Contented Sole
  • Pemaquid Point Lighthouse
  • Hot Tub again
  • Dinner at Shaws or Pemaquid Lobster – amazing views or Mine Oyster or McSeagulls

Day 5

  • Whale/Puffin Watching or Scenic Harbor Tours
  • Walk downtown and browse shops in more detail
  • Lunch at Shannon’s Unshelled Lobster Rolls or Red’s Eats
  • Head to Wiscasset to browse stores and historical Museums
  • Head to Indian Trail Antiques for 3 floors of fun
  • Walk downtown Damariscotta’s local shopping
  • Dinner at King Eider’s or Boothbay Craft Brewery Watershed Tavern
  • Drive The River Road to BBH

Day 6

  • Land Preserve (Porter or Oven’s Mouth) sit on the water in the peace of the Maine woods
  • Lunch at  Bet’s Fish Fry (½ or 1 pound per order) or Trevitt Store (Crab Roll)  or take food from EBB Gen Store
  • Ocean Point (wide beach view, not common in this part of main w/long peninsulas) walk around,  (if you don’t have beach towels we can provide them)pictures of Ram Island Lighthouse and the many fishing boats, bring jackets 10 deg cooler there
  • Drive down King Phillips Trail for great views
  • Rent Kayaks or take a guided tour
  • Dinner at Lobster Dock, Boothbay Lobster Wharf or Kaler’s Lobster
  • Ice Cream at Wannawaf
  • Hot Tub

Day 7

  • Get an early start & head North
  • Nobleboro Antique store or Winery Tour
  • Marshall Point Lighthouse
  • Owl’s Head Lighthouse
  • Owl’s Head Transportation Museum or Farnsworth Museum
  • Walk Rockland stores
  • Lunch rockland –  or camden –
  • Rockland Breakwater Lighthouse
  • Drive up Mt.Battie
  • Drive up to Belfast if interested
  • Walk Camden and shop
  • Dinner at Primo’s – 2x James Beard winner, get there at 5 sharp and sit upstairs where no reservation required.  Order from the tapas menu or from the entree menu, outstanding.

Some other options that are more specialized would be:

  • Championship Golf and lunch
  • Burnt Island Lighthouse Tour & Cabbage Island Clambake (mid June-early Sept only)
  • Maine Maritime Museum & Popham Beach (1 hour drive)
  • Freeport Shopping (1 hour drive)

The Harborage Inn has maintained a long standing tradition and history of delivering guests a most pleasurable & relaxing vacation on the Maine Coast.  We take great pride in maintaining these high standards in our family run business of over 47 years.  Come stay at the Inn that is often imitated but can never be replicated for the ultimate Boothbay Harbor experience

We look forward to pampering you!