Corporate Retreats & Team-Building on Great Diamond Island

An Island escape off the coast off Portland, Maine

A Historic Island Escape for Connection, Collaboration & Creativity

A unique island escape just a short ferry ride from Portland’s Old Port. Escape the office and bring your team together on Great Diamond Island, where coastal views, flexible venues, and curated experiences inspire connection and creativity. Designed for executive meetings, leadership retreats, and incentive trips, Diamond Cove combines historic venues, coastal dining, and team-building experiences that inspire focus, creativity, and connection.

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Meetings & Event Space

  • McKinley Grove Sailcloth Tent 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 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).

  • Outdoor Spaces

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

Why Choose an Island Retreat

Hosting your corporate retreat on Great Diamond Island transforms the experience from the moment your team departs the mainland.

Ferry arrival builds connection before the retreat even begins

Car-free island setting encourages focus and presence

Casco Bay waterfront views inspire creativity and fresh thinking

Exclusive island atmosphere without long travel times

Once on the island, teams naturally unplug, engage, and reconnect—making every meeting more meaningful.

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Corporate Outings & Team-Building Retreats

Just off the coast of Portland, begin your corporate event with a scenic ferry ride across Casco Bay to Great Diamond Island. Surrounded by ocean views and fresh sea air, this island setting creates a true sense of escape—while remaining easily accessible from the mainland. Here, business and relaxation come together seamlessly. Our Great Diamond Island retreat offers a distinctive backdrop for meetings, team-building experiences, leadership retreats, and corporate celebrations—where focused work feels effortless and connection comes naturally.

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.

Team Building & Island Experiences

Plan your event

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 a Sailcloth 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.

Frequently Asked Questions

  • There are two primary ways to get to Diamond Cove

    1. Fogg's Water Taxi -For a more private and direct transport of your party of up to 6 guests.

    Water Taxis are available in Portland and reservations are strongly recommended. Please contact Fogg's Water Taxi directly to reserve your transportation.

    Visit Fogg's Water Taxi website or call 207-415-8493.

    2. Casco Bay Ferry- For a more scenic and relaxed experience. 

    Ferry service is provided by Casco Bay Lines. The ferry terminal is located at the Maine State Pier, 56 Commercial Street, Portland, ME. While we are located on Great Diamond Island, please ensure you are purchasing a ticket to the Diamond Cove dock. The most updated schedule can be found on the Casco Bay Lines website.-For a more private and direct transport of your party of up to 6 guests.

  • Yes. Our culinary team offers customized catering options designed to complement each event, from casual gatherings to formal receptions.

  • No. Diamond’s Edge Restaurant & Marina is located on Great Diamond Island — a car-free island just off the coast of Portland, Maine. Guests can park in the city and enjoy a scenic ferry ride across Casco Bay.

  • The largest area is the McKinley Grove Event Site, an expansive lawn area that can host up to 200 attendees for outdoor summer celebrations. The Patio at Diamond's Edge Restaurant can seat up to 50 people.

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 sailcloth tent, your group will experience Maine at its best.