Portland Adventure Tours

Discover exciting adventure tours in Portland, Maine. Enjoy lighthouse cruises, whale watching, biking, and tall ship experiences along Casco Bay.

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Afternoon Windjammer Cruise Along the Coast of Portland Maine

Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine — the perfect way to experience the beauty of the rugged coastline, complete with li

★ 4.7 (306)

From $69.00 USD

Freeport, Boothbay Harbor, and Botantical Gardens Day Tour

Experience the beauty of coastal Maine on this private guided tour featuring iconic landmarks, scenic harbors, and charming coastal villages. From Portland tr

★ 4.5 (14)

From $325.00 USD

Lighthouse Bicycle Tour from South Portland with 4 Lighthouses

Our 3-Hour tour leaves at 11:00 am and follows the scenic South Portland Greenbelt Pathway to three local lighthouses. The first stop on the tour will be Portla

★ 4.9 (135)

From $109.00 USD

Port City Lights Cruise

A fully narrated 60-minute scenic cruise through busy Casco Bay and its innermost islands to see lighthouses, forts, lobster boats, seals, and seabirds. As many

★ 4.8 (333)

From $43.00 USD

Portland Bicycle Tour with 5 Lighthouses and XL Lobster Roll

Discover Portland Maine and the shores of Casco Bay by bicycle! Join us for the 5 lighthouse bicycle tour of Portland, Maine featuring the Maine coast, lighthou

★ 4.8 (168)

From $165.00 USD

Portland Tall Ship Cruise on Casco Bay

What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make y

★ 4.6 (245)

From $100.60 USD

Private Portland to Camden & Midcoast Lighthouse Experience

Join us for an exciting **Private Coastal Tour from Portland to Camden**, exploring the beauty and history of Maine’s coastline! Start with Bath, home to the

★ 5.0 (1)

From $350.00 USD

Sea Kayak to an Island Tour in Casco Bay

Learn the basics of sea kayaking on land before launching at Mere Point in Brunswick for a leisurely 3 hour morning tour of Northwest Casco Bay! Often we paddl

★ 4.9 (10)

From $89.00 USD

Two Hour Lighthouse Bicycle Tour from South Portland-Mellow

Our 2-Hour tour leaves at 9 am or 3 pm and follows the scenic South Portland Greenbelt Pathway to two local lighthouses. The first stop on the tour will be Port

★ 5.0 (68)

From $75.00 USD