Little Diamond Island Tours and Activities

Things to do

Sunset Windjammer Cruise Along the Coast of Portland Maine

Sunset Windjammer Cruise Along the Coast of Portland Maine

CA $108
per adult
90% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
Portland: Casco Bay Morning Lighthouse Cruise

Portland: Casco Bay Morning Lighthouse Cruise

CA $83
per adult
80% of travellers recommend
Portland: Casco Bay Morning Lighthouse Cruise
Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

CA $24
per traveller
100% of travellers recommend
Portland Smartphone Audio Tour: Self-Guided Drive
Morning Lighthouse Cruise Along the Coast of Portland Maine

Morning Lighthouse Cruise Along the Coast of Portland Maine

CA $83
per adult
Morning Lighthouse Cruise Along the Coast of Portland Maine
Portland, Maine: Hidden Histories Guided Walking Tour

Portland, Maine: Hidden Histories Guided Walking Tour

CA $76
per adult
Portland, Maine: Hidden Histories Guided Walking Tour
Harbor Lights and Sights Cruise

Harbor Lights and Sights Cruise

CA $85
per adult
90% of travellers recommend
Harbor Lights and Sights Cruise
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Plan a trip to see Little Diamond Island

Price found within the past 48 hours. Click for updated prices.
InnSeason Resorts The Falls at Ogunquit

InnSeason Resorts The Falls at Ogunquit

2.5 out of 5
Price was CA $660, price is now CA $584 per person
CA $584
per person
Oct 30 - Nov 1
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
9.4/10 Exceptional! (409 reviews)
Great location too!

Reviewed on Sep 20, 2026

Holiday Inn Express Wells-Ogunquit-Kennebunk by IHG

Holiday Inn Express Wells-Ogunquit-Kennebunk by IHG

3 out of 5
Price was CA $596, price is now CA $585 per person
CA $585
per person
Oct 30 - Nov 1
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
9.2/10 Wonderful! (709 reviews)
Clean room, helpful staff - housekeeping good! Breakfast clean area and yummy - need more bacon. Pancake maker fun and yummy. Coffee good. Grounds clean.

Reviewed on Sep 22, 2026

Kings Port Inn

Kings Port Inn

2.5 out of 5
Price was CA $725, price is now CA $718 per person
CA $718
per person
Oct 30 - Nov 1
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
9.4/10 Exceptional! (1,008 reviews)

Tours & day trips

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Portland: Best of Maine Lighthouse Scenic Cruise

Portland: Best of Maine Lighthouse Scenic Cruise

Activity duration is 1 hour and 45 minutes
9.8 out of 10 with 255 reviews
Free cancellation available
Price is CA $86 per adult
Portland: Best of Maine Lighthouse Scenic CruiseOpens in new tab

Private & custom tours

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Portland Golden Adventure Puzzle Quest and Tour

Portland Golden Adventure Puzzle Quest and Tour

Activity duration is 1 hour and 20 minutes
6.8 out of 10 with 3 reviews
Free cancellation available
The previous price was CA $13 and current price is CA $12 per adult*
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Classes & workshops

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Portland, Maine: Sunset Windjammer Cruise Along the Coast

Portland, Maine: Sunset Windjammer Cruise Along the Coast

Activity duration is 2 hours
9.6 out of 10 with 10 reviews
Free cancellation available
Price is CA $109 per adult
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Holiday & seasonal tours

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Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks

Activity duration is 1 hour and 30 minutes
9.8 out of 10 with 7 reviews
Free cancellation available
Price is CA $144 per adult
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Adventure & outdoor

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Maine Coastal Lighthouse:Two-hour bicycle tour

Maine Coastal Lighthouse:Two-hour bicycle tour

Activity duration is 2 hours
9.8 out of 10 with 9 reviews
Free cancellation available
Price is CA $106 per adult
Maine Coastal Lighthouse:Two-hour bicycle tourOpens in new tab

Stay near popular Little Diamond Island attractions

Little Diamond Island

Commune with nature and explore the great outdoors at Little Diamond Island during your travels in Portland. Stroll along the area's waterfront or experience its acclaimed theater scene.
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Best Lodging Options Near Little Diamond 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
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Portland Harbor Hotel
Lock`s Nest on Peaks Island Maine

Lock`s Nest on Peaks Island Maine

Portland ME
Lock`s Nest on Peaks Island Maine
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 Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Portland Regency Hotel & Spa
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
Inn On Peaks Island

Inn On Peaks Island

3 out of 5
33 Island Avenue Peaks Island ME
Inn On Peaks Island
Fortland Island Campground

Fortland Island Campground

1 out of 5
House Island Portland ME
Fortland Island Campground
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 1,083 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.