Things to do in Cumberland
Activities, attractions and tours
Visit Cumberland
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Most popular experiences in Cumberland
Tours & day trips
See all 70 activities
Portland: Best of Maine Lighthouse Scenic Cruise
Activity duration is 1 hour and 45 minutes
1h 45m
9.8 out of 10 with 243 reviews
9.8/10
243 GetYourGuide reviews
Free cancellation available
includes taxes & fees
per adult
Portland: Casco Bay Sunset and Lighthouse Cruise
Activity duration is 1 hour and 45 minutes
1h 45m
9.6 out of 10 with 44 reviews
9.6/10
44 GetYourGuide reviews
Free cancellation available
includes taxes & fees
per adult
Portland: Trolley City Tour with Portland Head Light Stop
Activity duration is 2 hours
2h
9.6 out of 10 with 126 reviews
9.6/10
126 GetYourGuide reviews
Free cancellation available
includes taxes & fees
per adult
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks
Activity duration is 1 hour and 30 minutes
1h 30m
9.8 out of 10 with 7 reviews
9.8/10
7 GetYourGuide reviews
Free cancellation available
includes taxes & fees
per adult
Portland: Sightseeing Cruise to Portland Head Light
Activity duration is 1 hour
1h
9.8 out of 10 with 59 reviews
9.8/10
59 GetYourGuide reviews
Free cancellation available
includes taxes & fees
per adult
Discover Portland City and Lighthouse Tour
Activity duration is 1 hour and 45 minutes
1h 45m
9.6 out of 10 with 307 reviews
9.6/10
307 Viator reviews
Free cancellation available
includes taxes & fees
per adult
Sunset Lighthouse Cruise Tour from Casco Bay
Activity duration is 1 hour and 45 minutes
1h 45m
10.0 out of 10 with 19 reviews
10/10
19 Viator reviews
Free cancellation available
includes taxes & fees
per adult
Maine Whale Watching Tour in Portland
Activity duration is 3 hours and 30 minutes
3h 30m
8.0 out of 10 with 21 reviews
8/10
21 Viator reviews
Free cancellation available
includes taxes & fees
per adult
Portland: Private Island Fort Tour
Activity duration is 2 hours
2h
10.0 out of 10 with 7 reviews
10/10
7 GetYourGuide reviews
Free cancellation available
includes taxes & fees
per adult
Portland: Maine Lighthouses Sightseeing Cruise with Drinks
Activity duration is 1 hour and 30 minutes
1h 30m
9.2 out of 10 with 19 reviews
9.2/10
19 GetYourGuide reviews
Free cancellation available
includes taxes & fees
per adult
Private & custom tours
See all 15 activities
Portland Golden Adventure Puzzle Quest and Tour
Activity duration is 1 hour and 20 minutes
1h 20m
Free cancellation available
includes taxes & fees
per adult*
*Get lower prices by selecting more than 2 adults
Portland Underground Railroad Self Guided Audio Walking Tour
Activity duration is 1 hour and 30 minutes
1h 30m
Free cancellation available
includes taxes & fees
per adult
Ultimate Portland Self-Guided Driving GPS Audio Tour
Activity duration is 2 hours
2h
8.2 out of 10 with 20 reviews
8.2/10
20 Viator reviews
Free cancellation available
includes taxes & fees
per traveler*
*Get lower prices by selecting more than 2 adults
Self-Guided Audio Tour of Portland’s Historic Old Port District
Activity duration is 2 hours and 30 minutes
2h 30m
Free cancellation available
includes taxes & fees
per adult
Private Sunset Charter on a Vintage Lobster Boat with Drinks
Activity duration is 2 hours
2h
10.0 out of 10 with 6 reviews
10/10
6 Viator reviews
Free cancellation available
includes taxes & fees
per adult*
*Get lower prices by selecting more than 2 adults
Cumberland: Custom Hat Making Experience
Activity duration is 2 hours
2h
Free cancellation available
includes taxes & fees
per adult
Portland: Private Charter on Vintage Lobster Boat w/ Drinks
Activity duration is 2 hours
2h
Free cancellation available
includes taxes & fees
per adult*
*Get lower prices by selecting more than 2 adults
Portland Maine Self-Guided Driving & Walking Audio Tour Bundle
Activity duration is 5 hours
5h
9.0 out of 10 with 2 reviews
9/10
2 verified reviews
Free cancellation available
includes taxes & fees
per adult
Private Sightseeing Charter on a Vintage Lobster Boat with Drinks
Activity duration is 2 hours
2h
9.4 out of 10 with 13 reviews
9.4/10
13 Viator reviews
Free cancellation available
includes taxes & fees
per adult*
*Get lower prices by selecting more than 2 adults
Portland, Maine: Private Saltwater Fishing Charter
Activity duration is 3 hours
3h
Free cancellation available
includes taxes & fees
per traveler*
*Get lower prices by selecting more than 2 adults
Food, drink & nightlife
See all 12 activitiesPortland: Casco Bay Sunset and Lighthouse Cruise
Activity duration is 1 hour and 45 minutes
1h 45m
9.6 out of 10 with 44 reviews
9.6/10
44 GetYourGuide reviews
Free cancellation available
includes taxes & fees
per adult
Portland: Sunset Lighthouse Cruise in Casco Bay with Drinks
Activity duration is 1 hour and 30 minutes
1h 30m
9.8 out of 10 with 7 reviews
9.8/10
7 GetYourGuide reviews
Free cancellation available
includes taxes & fees
per adult
Portland: Fish Auction Tour & Cultural Seafood Tasting
Activity duration is 2 hours
2h
Free cancellation available
includes taxes & fees
per adult
Portland, Maine: Local Brewery Tour
Activity duration is 3 hours
3h
10.0 out of 10 with 8 reviews
10/10
8 GetYourGuide reviews
Free cancellation available
includes taxes & fees
per adult
Old Port Culinary Walking Tour from Portland
Activity duration is 3 hours
3h
9.8 out of 10 with 85 reviews
9.8/10
85 Viator reviews
Free cancellation available
includes taxes & fees
per adult
Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour
Activity duration is 2 hours
2h
9.6 out of 10 with 19 reviews
9.6/10
19 Viator reviews
Free cancellation available
includes taxes & fees
per adult
Small Group Sunset Lighthouse Boat Cruise With Local Drinks
Activity duration is 1 hour and 30 minutes
1h 30m
9.4 out of 10 with 25 reviews
9.4/10
25 Viator reviews
Free cancellation available
includes taxes & fees
per adult
Portland: Old Port Seafood Lovers Tour
Activity duration is 3 hours
3h
9.6 out of 10 with 13 reviews
9.6/10
13 GetYourGuide reviews
Free cancellation available
includes taxes & fees
per adult
Portland's World of Flavors Tour
Activity duration is 3 hours
3h
10.0 out of 10 with 1 review
10/10
1 Viator review
Free cancellation available
includes taxes & fees
per adult
Portland, Maine: Old Port Brewery & Pub Walking Tour
Activity duration is 2 hours and 30 minutes
2h 30m
10.0 out of 10 with 5 reviews
10/10
5 GetYourGuide reviews
Free cancellation available
includes taxes & fees
per adult
Classes & workshops
See all 8 activities
Portland: Schooner Tall Ship Cruise on Casco Bay
Activity duration is 2 hours
2h
8.4 out of 10 with 7 reviews
8.4/10
7 GetYourGuide reviews
Free cancellation available
includes taxes & fees
per adult
Portland: Fish Auction Tour & Cultural Seafood Tasting
Activity duration is 2 hours
2h
Free cancellation available
includes taxes & fees
per adult
Portland, Maine: Local Brewery Tour
Activity duration is 3 hours
3h
10.0 out of 10 with 8 reviews
10/10
8 GetYourGuide reviews
Free cancellation available
includes taxes & fees
per adult
Portland, Maine: Sunset Windjammer Cruise Along the Coast
Activity duration is 2 hours
2h
10.0 out of 10 with 2 reviews
10/10
2 GetYourGuide reviews
Free cancellation available
includes taxes & fees
per adult
Paint Outdoors in Portland, Maine
Activity duration is 3 hours
3h
9.8 out of 10 with 7 reviews
9.8/10
7 Viator reviews
Free cancellation available
includes taxes & fees
per adult
Portland, Maine: Coastal Windjammer Sailing Cruise
Activity duration is 2 hours
2h
10.0 out of 10 with 1 review
10/10
1 GetYourGuide review
Free cancellation available
includes taxes & fees
per adult
Portland: Casco Bay Afternoon Lighthouse Cruise
Activity duration is 1 hour and 30 minutes
1h 30m
Free cancellation available
includes taxes & fees
per adult
Portland: Casco Bay Morning Lighthouse Cruise
Activity duration is 1 hour and 30 minutes
1h 30m
Free cancellation available
includes taxes & fees
per adult
Adventure & outdoor
See all 5 activities
Lighthouse Bicycle Tour from South Portland with 4 Lighthouses
Activity duration is 3 hours
3h
9.8 out of 10 with 68 reviews
9.8/10
68 Viator reviews
Free cancellation available
includes taxes & fees
per adult
Portland Bicycle Tour with 5 Lighthouses and XL Lobster Roll
Activity duration is 5 hours
5h
9.8 out of 10 with 34 reviews
9.8/10
34 Viator reviews
Free cancellation available
includes taxes & fees
per adult
Around The Peninsula Bike Tour
Activity duration is 3 hours
3h
10.0 out of 10 with 7 reviews
10/10
7 Viator reviews
Free cancellation available
includes taxes & fees
per adult
Portland, Maine: Private Saltwater Fishing Charter
Activity duration is 3 hours
3h
Free cancellation available
includes taxes & fees
per traveler*
*Get lower prices by selecting more than 2 adults
Private EBike Tour Portland Maine
Activity duration is 5 hours
5h
Free cancellation available
includes taxes & fees
per adult
What to do in Cumberland
Frequently asked questions
Is Cumberland worth visiting?
From shopping to outdoor pursuits and history, there are many great things to do in Cumberland. Make sure to discover the area's mix of unmissable sights, local charm and culture.
How do I spend a day in Cumberland?
Twin Brook Recreation Area is an awesome place to start your adventures. Remember to check out the dining and retail options in Cumberland while you're there too.
What is the top tourist attraction in Cumberland?
Twin Brook Recreation Area is one of the top tourist attractions in Cumberland and should be high on every sightseeing list of the area.
Is three days enough to stay in Cumberland?
Book a trip to Cumberland for three days and you'll have enough time to tick off its key sights and experience the local vibe. For the chance to enjoy highlights in nearby areas and venture off the tourist trail, consider hanging around for seven to ten days.
What are some activities to do in Cumberland with kids?
Whether you're traveling with tiny adventurers or hard-to-please teens, an itinerary filled with cool activities makes a big difference. Take a look at our ideas for what to do in Cumberland with kids.
What to do in Cumberland for adults?
Adults of all ages will have lots of things to do in Cumberland. Whether you're into art, history, outdoor activities or just love exploring new destinations, there's something here for everyone.
Are there free things to do in Cumberland?
From relaxing in parks to wandering around hip neighborhoods, it's a breeze to find free things to do in Cumberland. If you're stuck for ideas, ask a local tour guide for recommendations. Twin Brook Recreation Area is a must for anyone looking to save on their sightseeing activities.
