A visit to an island — wild, urbanized or something in between — should feature on any good travel itinerary. Make your escape complete by heading to Little Diamond Island and spending some time by the water.

After you've paid a visit to Little Diamond Island, a water-surrounded land mass in Portland, you might be on the lookout for something else to do. Portland Head Light is nearby and interests many travelers.

Plan a trip to see Little Diamond Island

Price found within the past 48 hours. Click for updated prices.

The Docent's Collection

Downtown Portland

Save 100% on your flight

per person

Oct 21 - Oct 24

found 17 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Portland (PWM)

9.6/10 Exceptional! (219 reviews)

This property was beyond expectation. As long as you are comfortable using the app, check in was super easy and so was getting into our suite. The kitchen had everything we could have possibly needed, and having a living space was a great lift from a normal hotel room.

Reviewed on Aug 16, 2025

The Weldon Hotel

Downtown Portland

Save 100% on your flight

per person

Oct 21 - Oct 24

found 18 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Portland (PWM)

9.8/10 Exceptional! (68 reviews)

The space was so sparkling clean and the layout was super comfortable. We enjoyed our stay very much!

Reviewed on Aug 17, 2025

Cliff House Maine

Save 100% on your flight

per person

Sep 23 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PWM)

9.4/10 Exceptional! (1,005 reviews)

We had an amazing stay at Cliffhouse and were pleasantly surprised by how beautiful it is. The only minor issues we encountered were that the pullout couch was quite uncomfortable for our kids, and it was frustrating that children aren’t allowed in the main pool—everyone with kids ends up crowded around a small pool off to the side. Aside from that, everything else was fantastic!

Reviewed on Aug 9, 2025

Browse tours and tickets to explore Little Diamond Island

Tours & day trips

See all 62 activities

Portland: Best of Maine Lighthouse Scenic Cruise

Free cancellation available

Food, drink & nightlife

See all 13 activities

Portland: Casco Bay Sunset and Lighthouse Cruise

Free cancellation available

Private & custom tours

See all 9 activities

Downtown Golden Adventure Quest Experience in Portland

Free cancellation available

Adventure & outdoor

See all 5 activities

Around The Peninsula Bike Tour

Free cancellation available

Holiday & seasonal tours

See all 3 activities

Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

Free cancellation available

Popular places to visit

Maine Lighthouse Tour: Spring Point Ledge Light. This one you can actually tour, although you got a long, hard walk over huge breaker rocks ahead of you to do so! #lighthouse

Spring Point Ledge Lighthouse

Learn about the local history of South Portland when you spend time at Spring Point Ledge Lighthouse. Experience the area's great live music and acclaimed theater scene.

Fort Preble

On the South Portland waterfront, survey the scene of the Battle of Portland Harbor, which is the only known Civil War conflict fought in Maine.

Bug Light

You can find out about the history of South Portland with a visit to Bug Light. Experience the area's entertainment choices and great live music.

East End Beach

Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.

East Prom Trail

Former rail beds are often turned into trails. At this one you can walk, run, bike or swim for active relaxation within the city.

Eastern Promenade

Built on an old rail corridor along the easternmost portion of Portland’s peninsula, this waterfront trail offers stunning views of the harbor and Atlantic Ocean.