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Sample Itinerary

Day One

Afternoon - Arrive at Great Diamond Island via Casco Bay Lines ferry, feeling the excitement of beginning your island retreat as you step off the boat onto the dock.

Late Afternoon - Transfer from the Marina to the Inn at Diamond Cove by private van or golf cart, enjoying the scenic ride through the island's picturesque landscape.

Early Evening - Check into your accommodations at the Inn, settling into your room and immersing yourself in the tranquil atmosphere of island life.

Evening - Head to the General Store to pick up some cheese and wine for later, then venture out to one of the island's sheltered beaches to catch the magical sunset over the horizon.

Night - Meet fellow guests at the Lobby Bar & Café for pre-dinner drinks, sharing stories and laughter as you anticipate the culinary delights to come. Enjoy a delicious dinner at Diamond's Edge Restaurant, followed by a cozy fireside chat at the fire pit, where you can unwind with cocktails or indulge in s'mores under the starry island sky.

Day Two

Morning - Awaken to the gentle sounds of nature and the aroma of freshly brewed coffee on your private balcony. Take a moment to soak in the serenity of the morning before joining fellow guests for breakfast in the lobby.

Late Morning - Choose your morning adventure:

  • Option 1: Embark on a scenic walk to Pleasant Cove Beach, where the echoes of history resonate through the remnants of old forts along the way.
  • Option 2: Glide through the crystal-clear waters surrounding the island on a kayak adventure, immersing yourself in the beauty of the coastline.

Midday - Retreat to a tranquil spot by the pool or a secluded corner of the island with your picnic lunch from the General Store. Let the flavors of local delicacies transport you to a state of pure relaxation.

Afternoon - Continue your island exploration:

  • Option 1: Dive into the island's rich history with a guided tour led by a knowledgeable expert from the Fort McKinley Museum. Listen to tales of bygone eras and immerse yourself in the island's storied past.
  • Option 2: Sink into a cozy Adirondack chair with a captivating book and a refreshing beverage. Let the sounds of nature and the gentle ocean breeze lull you into a state of tranquility.
  • Option 3: Pedal your way through the island's lush landscapes on a leisurely bike ride, discovering hidden gems and breathtaking vistas around every corner.

Evening - Indulge in dinner at the The Lobby Bar + Café, followed by entertainment options such as duckpin bowling, arcade games, or wine and beer tastings.

Day Three

Morning - Rise with the sun and savor a Grab & Go Breakfast at The Inn Lobby Bar & Café. Let the flavors of freshly baked pastries and gourmet coffee fuel your final day on the island.

Late Morning - Engage your body and mind with a morning gym session, yoga stretches, or a friendly game of tennis. Feel the rejuvenating effects of physical activity as you prepare for the day ahead.

Midday - Visit the General Store one last time to stock up on travel snacks and unique souvenirs, each one a tangible memory of your island escape.

Afternoon - Bid farewell to the island as you embark on a journey back to the mainland from the Marina. Reflect on the unforgettable experiences, cherished moments, and newfound connections forged during your time at the Inn at Diamond Cove, carrying the spirit of the island with you wherever your travels may lead.