The Cool Shore Excursions Top 10 Portland list brings together the best tours, activities, and things to do in the area. Each one has been traveler-tested by people like you and handpicked to deliver the most fun for the best prices in Portland.
The Top 10 Portland Tours and Activities 2026

Portland City and Lighthouse Tour
The most comprehensive tour of Portland! Hop on board a trolley and relax as we show you around. The tour covers all of our most...
$61

Welcome to my hometown! Hop aboard for an authentic 1 hour and 45 minute historical sightseeing tour of Portland, Maine and 3 lighthouses with an...
$74

Harbor Lights and Sights Cruise
Explore the bustling inner harbor, Diamond Pass, and the main shipping channel to get close up views of civil war era forts and as many...
$61

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...
$101

Meet Portland and the people—of all backgrounds and identities—whose wit and grit have made Maine's largest city what it is today. Your locally-raised guide will...
$54

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...
$43

Sunset Lighthouse Cruise
This 105 minute cruise offers guests a chance to relax and unwind as we make our way around the inner islands and lighthouses of the...
$71

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...
$165

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...
$75

Experience historic architecture, harbor views, and rich seaside culture with this driving tour of Portland, Maine! Cross the cobbled streets of Old Port, chock full...
$17

