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Island Hopping in Casco Bay

Leave your worries behind as you arrive in Portland for a one-night stay in your choice of 3 wonderful Old Port hotels. Enjoy the sights of Portland before waking up the next day for your first ferry ride in Casco Bay for a one-night stay including breakfast and dinner at the Inn at Diamond Cove. Located on Maine's Great Diamond Island, the Inn at Diamond Cove is a tranquil destination that provides guests with a peaceful and relaxing stay. Cars are not permitted on the Island. Transportation around the Island is on Golf Carts and Bicycles! After your stay on Diamond Island, off on your next ferry to Chebeague Island and the Chebeague Island Inn.

Chebeague (pron: shuh-Beeg) is one of Maine's most beautiful islands, currently home to 400 year-round residents, many whose families have been here for generations and many summer families. Wonderful walking trails or a relaxing cocktail overlooking Casco Bay from the inn's porch awaits you. Dinner at this inn is a real treat. After Chebeague it's back to the mainland on your final ferry hop back to Portland. This truly spectacular travel package is available seasonally from late May until early October. Don't wait, call us today and leave your stress behind.

Your package includes:

  • Round trip Amtrak Downeaster
  • All transfers to/from hotels, ferry
  • Three nights hotel stay
  • $50 dining certificate in Portland, Full Dinner on Diamond Island and Chebeague
  • Breakfast on the islands (breakfast is included at select hotels in Portland)
  • Portland area trolley tour
  • All ferry transportation
  • All taxes

For more information, visit out website Downeaster Packages

Restrictions and Terms of Use

**Overnight rates are per person based on Double occupancy and are subject to availability at the time of booking. Prices vary by arrival day and travel date. For lowest price, travel mid-week Sunday through Thursday. Friday and Saturday surcharges apply. Price above are for PEAK SEASON midweek travel.

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