Top Portland Luxury Tours

36 Results
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

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 (242)
from
$101
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

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 (137)
from
$109
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

- 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 (502)
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

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 (11)
from
$160
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

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 (167)
from
$165
New Hampshire White Mountains Day Tour

Our White Mountains Day Tour offers more than just scenic views—it’s a thoughtfully curated journey through New Hampshire’s most charming towns, historic covered bridges, and …More

Our White Mountains Day Tour offers more than just scenic views—it’s a thoughtfully curated journey through New Hampshire’s most charming towns, historic covered bridges, and...

6 to 8 hours Hotel pickup offered Free Cancellation
5.0 (3)
from
$300
The Maine Experience: Coast, Culture & History

This isn’t just another sightseeing trip—it’s a curated journey through Maine’s most iconic landmarks and hidden gems, woven together into one unforgettable day. From the …More

This isn’t just another sightseeing trip—it’s a curated journey through Maine’s most iconic landmarks and hidden gems, woven together into one unforgettable day. From the...

5 to 6 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$300
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 travel along Maine’s …More

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

7 to 8 hours Hotel pickup offered Free Cancellation
4.7 (13)
from
$325
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

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
$325
Kennebunkport, York and Portsmouth NH Private Tour

Explore the charming coastal towns of Kennebunkport, York, and Portsmouth on this private day tour. Delve into the rich maritime history, enjoy stunning ocean views, …More

Explore the charming coastal towns of Kennebunkport, York, and Portsmouth on this private day tour. Delve into the rich maritime history, enjoy stunning ocean views,...

7 to 9 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$325
Private EBike Tour Portland Maine

Some cities are best seen from a car window. Portland, Maine is not one of them. On this fully private e-bike tour, it's just your …More

Some cities are best seen from a car window. Portland, Maine is not one of them. On this fully private e-bike tour, it's just your...

5 hours Free Cancellation
5.0 (2)
from
$349
Private Portland to Cape Ann, MA Castles & Coast

Discover coastal New England on this private day tour from Portland, Maine to Massachusetts’ North Shore and Cape Ann. This thoughtfully curated experience blends grand …More

Discover coastal New England on this private day tour from Portland, Maine to Massachusetts’ North Shore and Cape Ann. This thoughtfully curated experience blends grand...

8 to 10 hours Hotel pickup offered Free Cancellation
5.0 (3)
from
$350
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 …More

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...

7 to 9 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$350
Private White Mountains Tour with Mount Washington Cog Railway

Experience the breathtaking beauty of New England’s White Mountains on this private guided tour from Portland, Maine. This full-day adventure combines spectacular mountain scenery, historic …More

Experience the breathtaking beauty of New England’s White Mountains on this private guided tour from Portland, Maine. This full-day adventure combines spectacular mountain scenery, historic...

6 to 8 hours Hotel pickup offered Free Cancellation
5.0 (8)
from
$395
Private Portland to Acadia & Bar Harbor Experience

Experience the beauty, history, and charm of coastal Maine on this full-day adventure from Portland. Plan for 10–12 hours, with about three hours of travel …More

Experience the beauty, history, and charm of coastal Maine on this full-day adventure from Portland. Plan for 10–12 hours, with about three hours of travel...

6 to 8 hours Hotel pickup offered Free Cancellation
5.0 (34)
from
$513
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

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 (26)
from
$735

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These answers are based on answers previously given to Cool Shore Excursions customers' questions.

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