Find deals on 58 top-rated, price matched, things to do for up to a half day around Portland and beyond. Explore, compare, and book inspirational adventures for every type of trip and every type of traveler.

Likely to sell out
Maine Whale Watching Tour In Portland
Portland, Maine, United States
3.9 (9)
from $109
Enjoying lobster rolls
Likely to sell out
Much loved
Old Port "seafood Lovers" Walking Lunch Tour In Portland, Maine
Portland, Maine, United States
4.7 (130)
from $160
MONHEGAN is equipped with a finely finished wooden table in between cushioned "booth style" benches
Likely to sell out
Much loved
Private Sightseeing Charter On A Vintage Lobster Boat With Drinks
Portland, Maine, United States
4.9 (51)
from $381
Much loved
Portland Tall Ship Cruise On Casco Bay
Portland, Maine, United States
4.5 (220)
from $99
Donut tasting joy for everyone on this food tour!
Much loved
Portland Delicious Donut Adventure & Walking Food Tour
Portland, Maine, United States
4.8 (120)
from $57
Often booked
Harbor Lights And Sights Cruise
Portland, Maine, United States
4.8 (450)
from $54
Half Day Private Boat Charter From Portland
Portland, Maine, United States
5.0 (16)
from $650
Much loved
Portland Explorer: Cultural/historical & 3 Lighthouses Tour
Portland, Maine, United States
4.9 (810)
from $79
Paint Outdoors In Portland, Maine
Portland, Maine, United States
4.9 (10)
from $100
Sightseeing Boat Tour In Portland's Casco Bay Bird's Eye Maine
Portland, Maine, United States
5.0 (2)
from $385
Much loved
A Walk Through Time Tour In Portland
Portland, Maine, United States
4.8 (440)
from $49
Often booked
Lighthouse Bicycle Tour From South Portland With 4 Lighthouses
Portland, Maine, United States
4.9 (86)
from $99
Likely to sell out
Much loved
Sunset Lighthouse Harbor Cruise From Portland's Old Port
Portland, Maine, United States
4.5 (73)
from $105
Often booked
Lighthouse Lovers Cruise In Portland
Portland, Maine, United States
4.8 (210)
from $39
Surprising Stories on Wharf Street
Likely to sell out
Often booked
Portland, Maine: Hidden Histories Guided Walking Tour
Portland, Maine, United States
5.0 (400)
from $49
Often booked
Two Hour Lighthouse Bicycle Tour From South Portland-mellow
Portland, Maine, United States
5.0 (21)
from $75
Likely to sell out
Seven Portland Lighthouses Tour
Portland, Maine, United States
4.1 (8)
from $99
Fort Gorges
Much loved
Around The Peninsula Bike Tour
Portland, Maine, United States
4.7 (35)
from $85
Portland Paddle uses both tandem and solo kayaks
Much loved
Sunset Sea Kayak Tour Of Casco Bay
Portland, Maine, United States
4.9 (93)
from $48
Likely to sell out
Much loved
Guided Rib Boat Adventure Of Casco Bay
Portland, Maine, United States
5.0 (31)
from $75
MONHEGAN at sunset hour
Likely to sell out
Much loved
Private Sunset Charter On A Vintage Lobster Boat With Drinks
Portland, Maine, United States
4.9 (37)
from $408
Much loved
Old Port Culinary Walking Tour From Portland
Portland, Maine, United States
4.8 (360)
from $160
M/V MONHEGAN at Portland Head Light
Likely to sell out
Maine Fall Foliage Private Lobster Boat Cruise With Local Drinks
Portland, Maine, United States
4.6 (10)
from $381
Freshly harvested Maine oysters opened waiting to be eaten on the half shell with Alice's Awesome Adventures Maine Blueberry Mignonette Sauce..
Oyster Farm & Complimentary Tasting Sea Kayak Tour In Casco Bay
Portland, Maine, United States
4.8 (31)
from $99
Portland, Maine Madness Scavenger Hunt
Portland, Maine, United States
4.0 (5)
from $27
Often booked
Portland Maine Self-guided Walking Audio Tour
Portland, Maine, United States
4.3 (6)
from $10
Old Wharf Street Portland, ME
Often booked
Audio Guided Walking Tour From Old Port Of Portland, Maine
Portland, Maine, United States
4.3 (25)
from $8
Often booked
Ultimate Portland Self-guided Driving Gps Audio Tour
Portland, Maine, United States
4.0 (43)
from $17
Much loved
Portland Pubs Walking Beer Tour
Portland, Maine, United States
4.7 (29)
from $102
Inside Fort Scammel's sally port looking back towards Portland's harbor. This is the entrance into the island and the beginning of your private island experience!
Likely to sell out
Much loved
Private Island Fort Tour In Casco Bay: Boat Cruise & Island Tour
Portland, Maine, United States
4.8 (49)
from $138
Guests Hear Stories on Exchange Street
Likely to sell out
Often booked
Portland, Maine: Black History Guided Walking Tour
Portland, Maine, United States
5.0 (110)
from $49
Explore the waters of Casco Bay!
Much loved
Casco Bay Half-day Sea Kayak Tour
Portland, Maine, United States
5.0 (55)
from $75
Much loved
Portland's Best Craft Beverages Bus Tour
Portland, Maine, United States
5.0 (25)
from $113
Exchange Street
Often booked
Discover Portland City And Lighthouse Tour
Portland, Maine, United States
4.7 (530)
from $54
Likely to sell out
Often booked
The Real Portland Tour: City And 3 Lighthouses Historical Tour With A Real Local
Portland, Maine, United States
5.0 (1.2K)
from $69
Likely to sell out
2-hour Portland Old Port Ghost Walking Tour
Portland, Maine, United States
New
from $29