Little Diamond Island
Visit Little Diamond Island
Tours & day trips
See all 57 activities
Discover Portland City and Lighthouse Tour
Food, drink & nightlife
See all 15 activities
Portland: Casco Bay Sunset and Lighthouse Cruise
Private & custom tours
See all 10 activities
City centre Golden Adventure Quest Experience in Portland
Adventure & outdoor
See all 3 activities
Maine Coastal Lighthouse:Two-hour bicycle tour
Holiday & seasonal tours
See all 3 activities
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks
Popular places to visit
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 trip to Bug Light. Experience the area's acclaimed theatre scene 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.
Southern Maine Community College
Walk around the campus at Southern Maine Community College during your visit to South Portland. Amble around this family-friendly area's waterfront and enjoy its top-notch restaurants.
Top Little Diamond Island Hotel Deals
Check availability on hotels close to Little Diamond Island
Hampton Inn Portland Downtown - Waterfront
Portland Harbor Hotel
Inn On Peaks Island
Inn at Diamond Cove
Portland Regency Hotel & Spa
Canopy by Hilton Portland Waterfront
Hyatt Place Portland Downtown - Old Port Square
AC Hotel Portland Downtown/Waterfront, ME
Holiday Inn Portland-By the Bay by IHG
Explore a world of travel with Expedia
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.