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Casco Bay Escape

An Authentic Maine Island Retreat
Travel to Portland, Maine where a thriving culinary and microbrew scene await you from the shores of Casco Bay. Portland is trendy and sophisticated yet genuine and unpretentious. Enjoy one night in Portland, before boarding your ferry to Chebeague Island, pronounced “Shuh-beeg”, and the historically acclaimed Chebeague Island Inn. The Inn has been featured on the Conde Nast Traveler’s Gold List. Dining at Chebeague Island Inn is its own unique and memorable experience. Enjoy an assortment of recreational activities, a golf course, games for the family traveler, kayaking, and more. The inn is accessible by a local ferry from the Old Port of Portland, Maine. This scenic 90 minute ferry will bring you to the island where the inn will come pick you up and whisk you away. Once at the inn, you’ll feel like you are a million miles away. Downeaster Packages has worked for some time to develop this incredible combination of town and island country to offer travelers one of the most unique travel experiences in Maine.
  • Round-trip Amtrak Downeaster
  • All hotel transfers
  • One-night at the Hyatt Place Old Port (Others Available)
  • $50 Dining Certificate to EVO Portland or Sur Lie
  • Round-trip ferry to Chebeague Island
  • One-night at the Chebeague Island Inn including breakfast and dinner*
  • All taxes and Gratuity
  • *UPGRADE to Chebeague's 5-course Pairing Menu!
Package Pricing
Accommodation Boston Exeter Brunswick
Hyatt Place / Chebeague Garden View-Weekdays $529 $519 $509
Hyatt Place / Chebeague Garden View-Weekends $589 $579 $569
Hyatt Place / Chebeague Oceanview-Weekdays $559 $549 $539
Hyatt Place / Chebeague Oceanview-Weekend $619 $609 $599
**Overnight rates are per person based on Double occupancy and are subject to availability at the time of booking. Prices are for value seasons from May to June 30th and September 13 to Closing at Chebeague Island. Prices increase from July 1 - September 12th.