Corporate Retreats at
Diamond’s Edge Restaurant & Marina

A Historic Island Escape for Connection, Collaboration & Creativity

Just a short ferry ride from Portland’s Old Port, the Inn at Diamond Cove offers a one-of-a-kind retreat setting on Great Diamond Island. Surrounded by Casco Bay’s natural beauty and the historic charm of Fort McKinley, our car-free island provides a refreshing escape that feels a world away from the office.

Designed for executive meetings, leadership retreats, and incentive trips, Diamond Cove combines flexible venues, coastal dining, and team-building experiences that inspire focus, creativity, and connection.

The Venues

  • McKinley Grove Sperry Tent Event Site

    A stunning, all-weather venue for 75–200 guests, with panoramic water views and a quintessential Maine coastal backdrop. Perfect for lobster bakes, receptions, and keynote sessions, the Sperry Tent combines open-air elegance with all-weather reliability.

  • The Art Gallery

    Historic space with vaulted ceilings and exposed beams, ideal for receptions, workshops, or breakout sessions (25–60 guests).

  • The Admin Building

    A professional meeting space designed for strategy sessions and smaller group discussions (10–30 guests).

  • Inn at Diamond Cove & Outdoor Spaces

    Porches, poolside cabanas, and historic gathering areas for casual networking and smaller breakout gathering options.

Corporate Outings & Team-Building Retreats in Portland, Maine

Begin your corporate event with a scenic ferry ride to the tranquil shores of Great Diamond Island, where the fresh sea breeze and panoramic views of Casco Bay set the stage. Here, business and relaxation come together seamlessly, offering a memorable backdrop for meetings, team-building, and celebration."

Unique Team Building Experiences

Team building begins the moment your group boards the ferry to Great Diamond Island. Once ashore at Diamond Cove, the adventure continues with activities designed to bring your team together. Challenge each other on the tennis courts, bowl a few strikes in our on-site bowling alley, or organize a scavenger hunt across the island’s scenic grounds.

For a more dynamic experience, partner with Ripple Effect, Maine’s leader in adventure-based learning, for customized programming that inspires teamwork and leadership growth. Activities include ziplining, climbing walls, raft building, coastal ecology lessons, tide pooling, environmental art projects, wilderness survival challenges, and guided hikes.

Every experience is crafted to foster collaboration, camaraderie, and a little friendly competition—all in a setting unlike any other.

Culinary Excellence

Our in-house culinary team crafts menus that highlight the best of Maine’s flavors. From breakfast and coffee breaks to multi-course dinners, each meal is designed to impress and energize your team. Experience a taste of Maine with our classic lobster bakes, perfect for corporate gatherings. Enjoy fresh seafood and casual waterfront dining while taking in scenic views, creating a memorable and relaxed atmosphere for company retreats, offsite meetings, or celebrations.

Why host your event on Great Diamond Island?

Just minutes from Portland, yet it feels like a world away

McKinley Grove Event Site, featuring the Custom Sperry Tent, is an all-weather, flexible venue.

Exclusive coastal dining at Diamond’s Edge Restaurant & Marina

Seamless ferry & water taxi access

Professional on-site event planning team

Luxury accommodations with historic character.

Plan Your Corporate Retreat

Let our dedicated event team help you design a retreat that balances productivity with inspiration. From waterfront strategy sessions to lobster bakes under the Sperry Tent, your group will experience Maine at its best.