City Helicopter Tours
Language $Currency
Login / Sign up
Bookings
Bookings
Rewards Rewards
$0.00
Rewards Rewards
$0.00
Wishlists
Wishlists
Profile
Help Center
Language
Log out
Things To Do Things To Do Top 10 Top 10 City Tours City Tours Swamp Tours Swamp Tours Steamboat Natchez Steamboat Natchez Groups Groups About About FAQ FAQ Contact Contact
Start your search
Change your search
Place or activity
Select Dates

Things To Do in Portland This Weekend

Portland Tours, Tickets & Activities with availability this weekend.

52 Results
Sort by:
Price (High to Low)
Filter
Time of Day Clear
42
39
19
Duration Clear
5
46
5
0
0
Price Clear
$0 $500+
Rating Clear
31
46
50
Specials Clear
50
16
0
19
2
Features Clear
4
31
48
0
42
6
Accessibility Clear
5
36
45
Families Clear
25
30
11

Portland Tours

Attractions

Guides

Calendar

Private Portland Lighthouses and Kennebunkport Tour - 12 Pax

All our tours take place in a comfortable vehicle with a local driver-guide and can be tailored to your pace. This private tour is done …More

5.0 (4)

Private Portland Lighthouses and Kennebunkport Tour - 12 Pax

All our tours take place in a comfortable vehicle with a local driver-guide and can be tailored to your pace. This private tour is done...

6 hours Hotel pickup offered
5.0 (4)
from
$1,508
Portland Tall Ship Private Charter on Casco Bay

What better way to see the delights than in the style of a private charter for you and five friends or family members? Experience the …More

Portland Tall Ship Private Charter on Casco Bay

What better way to see the delights than in the style of a private charter for you and five friends or family members? Experience the...

2 hours Free Cancellation
from
$1,049
Large Group Private Wooden Boat Sightseeing & Lighthouse Charter

Crowded public cruises make it harder for groups to enjoy Casco Bay together. From Portland's Old Port, charter a classic wooden boat for up to …More

Likely to Sell Out
Likely to Sell Out
4.7 (7)

Large Group Private Wooden Boat Sightseeing & Lighthouse Charter

Crowded public cruises make it harder for groups to enjoy Casco Bay together. From Portland's Old Port, charter a classic wooden boat for up to...

2 hours Free Cancellation
4.7 (7)
from
$850
6 Hours Private Lighthouses and Kennebunkport Tour in Portland

All of our tours are done in a comfortable vehicle with a local driver guide and can be done at your pace. Tours can always …More

4.8 (25)

6 Hours Private Lighthouses and Kennebunkport Tour in Portland

All of our tours are done in a comfortable vehicle with a local driver guide and can be done at your pace. Tours can always...

6 hours Hotel pickup offered
4.8 (25)
from
$735
Casco Bay: Private Afternoon Charter on Heart's Desire

This two-hour afternoon private cruise is the perfect way to experience Maine's coast, your special event, or a family get-together that will never be forgotten. …More

4.0 (1)

Casco Bay: Private Afternoon Charter on Heart's Desire

This two-hour afternoon private cruise is the perfect way to experience Maine's coast, your special event, or a family get-together that will never be forgotten....

2 hours Free Cancellation
4.0 (1)
from
$650
Private Portland Head Light & Midcoast Explorer

Experience the beauty of coastal Maine on this private guided tour featuring iconic landmarks, scenic harbors, and charming coastal villages. Your journey begins at Portland …More

Likely to Sell Out
Likely to Sell Out
4.7 (13)

Private Portland Head Light & Midcoast Explorer

Experience the beauty of coastal Maine on this private guided tour featuring iconic landmarks, scenic harbors, and charming coastal villages. Your journey begins at Portland...

7 to 8 hours Hotel pickup offered Free Cancellation
4.7 (13)
from
$350
Southern Maine Private Tour: Kennebunkport & Nubble Lighthouse

This is a fully private Southern Maine coastal experience designed exclusively for your party (2–5 guests). No bus groups. No shared travelers — just your …More

Likely to Sell Out
Likely to Sell Out
5.0 (4)

Southern Maine Private Tour: Kennebunkport & Nubble Lighthouse

This is a fully private Southern Maine coastal experience designed exclusively for your party (2–5 guests). No bus groups. No shared travelers — just your...

6 to 8 hours Hotel pickup offered Free Cancellation
5.0 (4)
from
$300
Portland ME: Casco Bay Boat Tour w/ Island Yoga + Mimosas or Wine

This experience combines three things you rarely get in one outing: a small-group boat tour, yoga on a Casco Bay island, and a celebratory drink …More

5.0 (2)

Portland ME: Casco Bay Boat Tour w/ Island Yoga + Mimosas or Wine

This experience combines three things you rarely get in one outing: a small-group boat tour, yoga on a Casco Bay island, and a celebratory drink...

3 hours Free Cancellation
5.0 (2)
from
$185
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 …More

4.9 (165)

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...

5 hours Free Cancellation
4.9 (165)
from
$165
Old Port Culinary Walking Tour from Portland

- Portland's culinary culture is made up of many kinds of artisan food and beverage entrepreneurs from bakers, brewers and chefs to confectioners and more …More

Likely to Sell Out
Likely to Sell Out
4.8 (489)

Old Port Culinary Walking Tour from Portland

- Portland's culinary culture is made up of many kinds of artisan food and beverage entrepreneurs from bakers, brewers and chefs to confectioners and more...

3 hours Free Cancellation
4.8 (489)
from
$160
Portland's World of Flavors Tour

Introducing Portland’s World of Flavors Walk highlighting hidden gems and great flavors that give Portland its cosmopolitan flair. Enjoy this walkable city with a big …More

4.6 (10)

Portland's World of Flavors Tour

Introducing Portland’s World of Flavors Walk highlighting hidden gems and great flavors that give Portland its cosmopolitan flair. Enjoy this walkable city with a big...

3 hours Free Cancellation
4.6 (10)
from
$160
Private Vacation Photoshoot with Photographer in Portland

⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing …More

5.0 (1)

Private Vacation Photoshoot with Photographer in Portland

⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing...

1 hour Free Cancellation
5.0 (1)
from
$136
Private Sunset Charter on a Vintage Lobster Boat with Drinks

Leave the crowds behind and step aboard a vintage Maine Lobster Boat for a private 2-hour sightseeing and lighthouse viewing charter, ending with a breathtaking …More

Likely to Sell Out
Likely to Sell Out
5.0 (43)

Private Sunset Charter on a Vintage Lobster Boat with Drinks

Leave the crowds behind and step aboard a vintage Maine Lobster Boat for a private 2-hour sightseeing and lighthouse viewing charter, ending with a breathtaking...

2 hours Free Cancellation
5.0 (43)
from
$136
Private Sightseeing Charter on a Vintage Lobster Boat with Drinks

100% PRIVATE TOUR! Step aboard a vintage Maine Lobster Boat for a private, 2-hour lighthouse viewing & sightseeing charter. Leave the crowds behind as we …More

Likely to Sell Out
Likely to Sell Out
4.9 (72)

Private Sightseeing Charter on a Vintage Lobster Boat with Drinks

100% PRIVATE TOUR! Step aboard a vintage Maine Lobster Boat for a private, 2-hour lighthouse viewing & sightseeing charter. Leave the crowds behind as we...

2 hours Free Cancellation
4.9 (72)
from
$127
Maine Fall Foliage Private Lobster Boat Cruise with Local Drinks

Experience COLORFUL Maine on this 2-hour sightseeing tour, where you’ll take in the vibrant fall foliage and the best coastal sights in the Portland area. …More

Likely to Sell Out
Likely to Sell Out
5.0 (10)

Maine Fall Foliage Private Lobster Boat Cruise with Local Drinks

Experience COLORFUL Maine on this 2-hour sightseeing tour, where you’ll take in the vibrant fall foliage and the best coastal sights in the Portland area....

2 hours Free Cancellation
5.0 (10)
from
$127
Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour

Board the Elizabeth Grace for this exclusive one-of-a-kind experience. Whether you are a local or visiting from away, the stone fortresses built in the early …More

4.9 (91)

Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour

Board the Elizabeth Grace for this exclusive one-of-a-kind experience. Whether you are a local or visiting from away, the stone fortresses built in the early...

2 hours Free Cancellation
4.9 (91)
from
$109
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 …More

4.9 (135)

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...

3 hours Free Cancellation
4.9 (135)
from
$109
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 …More

4.6 (240)

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...

2 hours Free Cancellation
4.6 (240)
from
$100
Portland's Best Craft Beverages Bus Tour

Most recognize Portland, Maine for its vast selection of local craft breweries. And while we retain the title for ‘most breweries per capita,’ we’re experiencing …More

Likely to Sell Out
Likely to Sell Out
4.9 (46)

Portland's Best Craft Beverages Bus Tour

Most recognize Portland, Maine for its vast selection of local craft breweries. And while we retain the title for ‘most breweries per capita,’ we’re experiencing...

2 hours 30 minutes Free Cancellation
4.9 (46)
from
$99
Small Group Sunset Lighthouse Boat Cruise With Local Drinks

Board the Elizabeth Grace to cruise around Portland Harbor while sipping local craft beer. This 1.5-hour harbor cruise will take you out into Casco Bay. …More

Likely to Sell Out
Likely to Sell Out
4.7 (122)

Small Group Sunset Lighthouse Boat Cruise With Local Drinks

Board the Elizabeth Grace to cruise around Portland Harbor while sipping local craft beer. This 1.5-hour harbor cruise will take you out into Casco Bay....

1 hour 30 minutes Free Cancellation
4.7 (122)
from
$89
Small Group Afternoon Lighthouse Boat Cruise With Local Drinks

Have you seen these iconic beacons from the water? Now is your chance! Board the Elizabeth Grace to cruise around Portland Harbor on this one …More

4.7 (61)

Small Group Afternoon Lighthouse Boat Cruise With Local Drinks

Have you seen these iconic beacons from the water? Now is your chance! Board the Elizabeth Grace to cruise around Portland Harbor on this one...

1 hour 30 minutes Free Cancellation
4.7 (61)
from
$87

Frequently Asked Questions

These answers are based on answers previously given to City Helicopter Tours customers' questions.

Recent tour reviews
View Traveler Photos & Reviews
Activity name

Portland Tours
Attractions
Guides
Calendar
View more
View more

Popular Portland Attractions