Little Diamond Island
Visit Little Diamond Island
Plan a trip to see Little Diamond Island
Kennebunkport Captains Collection
Reviewed on 15 Mar 2026
Grasshopper Inn
Reviewed on 22 Oct 2025
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 entertainment choices and acclaimed theatre scene.
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 Hotel Deals
Check availability on hotels close to Little Diamond Island
The Westin Portland Harborview
Cambria Hotel Portland Downtown-Old Port
Portland Regency Hotel & Spa
Portland Harbor Hotel
Large, light filled 4 bedroom house - walk to ocean and ferry
Hampton Inn Portland Downtown - Waterfront
Hyatt Place Portland Downtown - Old Port Square
Inn On Peaks Island
