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Portland by Land & by Sea

This three-night quintessential Maine getaway will truly delight those who want to experience the urban and seafaring culture of Portland, Maine.  The fun starts at the luxurious Inn at Diamond Cove on Great Diamond Island, just a 3.5 mile ferry ride across Casco Bay and culminates at the Portland Harbor Hotel located in the center of the Old Port District walking distance from the waterfront, boutique shops and art galleries. 
Package includes

  • Luxurious two-night accommodations at the historic Inn at Diamond Cove
    • Dinner for two at the Inn at Diamond Cove
    • Full breakfast for two each morning
    • Elegant waterfront dinner for two at the award-winning Diamond’s Edge Restaurant
  • Take the short sail across Casco Bay back to Portland to enjoy one night deluxe accommodations for two at the Portland Harbor Hotel. Includes:
    •  Full breakfast at BlueFin North Atlantic Seafood 
    • Complimentary valet parking

Click here for more details (PDF)

Reservations for hotels can be made by calling 207.805.9836 

Upon booking online, guests will receive an email reservation confirmation for two nights at the Inn at Diamond Cove. 
Guest services will contact you within 24 hours to book your night at the Portland Harbor Hotel and make your dinner reservations on the Island.
Portland by Land and by Sea Package is offered from late May through September and is subject to availability. Package must be booked in its entirety. No substitutions or refunds allowed on dining credits. Please call  if you would like to add more people to the package.

Dinner at the Inn

Arrive on the island, settle into your luxury accommodations and prepare to feast! After exploring your room, join us at the Inn’s patio restaurant for a three course dinner for two. Sample some of our wonderful wine list by the glass or enjoy our selection of specialty cocktails.  

Start with our famous New England Chowder, Caesar Salad or the Inn House Salad. Next, experience any of our rich entrees such as a 14 oz. New York Strip Steak with Béarnaise Aioli, Mushrooms & Caramelized Shallots; Lemon Pepper Salmon with Herbed Potatoes or an Inn favorite, Shrimp & Linguine in White Wine Garlic Butter! Naturally, you’ll finish with a gourmet dessert and coffee. 

After dinner, enjoy the fire pit and some wonderful conversation, relax in our lobby living room setting or choose to retire to your private room or suite. Know you will sleep well in the custom made bed nestled under the feather duvet with your head resting gently on our down pillows.

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Dinner by the Water

Gourmet Cove-Side Dining at Diamond’s Edge Waterfront Restaurant Dine on the spectacular cuisine and picturesque views at this highly acclaimed island restaurant. Popular with the island locals, boaters who moor at the marina and ferry riding diners alike, you will be seated at an impressive table reserved for guests of our inn. It’s the best seat in the house and we have it reserved for you! After your three course dinner at “The Edge”, return to the Inn for a relaxing evening in your luxury accommodations or by the fire pit.

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Suite Island Romance

The Inn at Diamond Cove is perfect for that special romantic getaway. A sparkling prosecco toast upon arrival welcomes you as you settle in and explore your luxury accommodations. In the evening, experience the spectacular cuisine and picturesque views at the cove-side Diamond’s Edge Restaurant. We have an impressive table reserved for Inn guests at the water’s edge. Return to your room to cap the evening with and assortment of chocolate covered strawberries for dessert. Share your private time as you wish by sipping wine on the balcony, relaxing in the hot tub or cuddling in front of the fire. You will go home feeling pampered and relaxed…trust us, you won’t want to leave!

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Stay…Just a Little Bit Longer

Ready to relax and spend some time “off the grid”?
Stay longer and save by booking two nights you’ll receive the third free. Select black out dates apply.


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