Little Diamond Island Tours

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 – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $741, price is now $523 per person
$523
per person
Feb 16 - Feb 20
found 3 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
9.6/10 Exceptional! (249 reviews)
Loft was clean, staff was nice. Keep in mind when booking there are no laundry facilities in unit or building, no pool, no front desk, no snack/drink counter or restaurant attached, and no shuttle service from airport. You get a furnished loft with basic toiletries, cooking gear, table/drinkware, and dish tv. There is definitely a sense of "things left to be desired" especially for the pricing. I expected itinerary ideas, restaurant suggestions, etc. But none of that was available or offered.

Reviewed on Dec 1, 2025

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $849, price is now $579 per person
$579
per person
Feb 16 - Feb 20
found 3 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
9.8/10 Exceptional! (86 reviews)
Clean space, all the amenities needed for travel and an enjoyable stay. Location was perfect for walking to do many great local shops and restaurants. Staff was easy to contact and quick to respond

Reviewed on Nov 28, 2025

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $884, price is now $636 per person
$636
per person
Feb 16 - Feb 20
found 3 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
9.6/10 Exceptional! (161 reviews)
The property is beautiful, the staff is kind, and the rooms are spacious and clean. It was great to have a safe place to park the car while having so many things to do within walking distance. Being able to grab a quick breakfast before heading out was great too! We loved our stay here!

Reviewed on Nov 23, 2025

Popular places to visit

Fort Preble showing a garden and a lighthouse as well as a small group of people

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.

Fort Preble
Bug Light

Bug Light

4.5/5(44 reviews)

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

Bug Light
East End Beach which includes general coastal views and a beach as well as a small group of people

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 End Beach
East Prom Trail which includes a park and a bay or harbor as well as a couple

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.

East Prom Trail
Eastern Promenade showing a bay or harbor and general coastal views as well as a small group of people

Eastern Promenade

5/5(1 review)

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.

Eastern Promenade
Fort Preble featuring wildflowers

Southern Maine Community College

Walk around the campus at Southern Maine Community College as part of your travels around South Portland. Amble around this family-friendly area's waterfront and enjoy its top-notch restaurants.

Southern Maine Community College

Best Lodging Options Near Little Diamond Island

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

2.5 out of 5
209 Fore St Portland ME
Hampton Inn Portland Downtown - Waterfront
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Portland Harbor Hotel
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Portland Regency Hotel & Spa
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
The Westin Portland Harborview
Large, light filled 4 bedroom house - walk to ocean and ferry

Large, light filled 4 bedroom house - walk to ocean and ferry

Peaks Island ME
Large, light filled 4 bedroom house - walk to ocean and ferry
Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

3 out of 5
433 Fore St Portland ME
Hyatt Place Portland Downtown - Old Port Square
Inn On Peaks Island

Inn On Peaks Island

3 out of 5
33 Island Avenue Peaks Island ME
Inn On Peaks Island
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Cambria Hotel Portland Downtown-Old Port
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

3 out of 5
65 Commercial St Portland ME
Hilton Garden Inn Portland Downtown Waterfront
See all 1,034 properties in Little Diamond Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.