Portland, Maine

In 1623, the first Europeans tried settling on a peninsula sheltered from the Atlantic Ocean by a large waterway filled with islets. Their failed attempt at colonization evolved into Maine’s largest city encircled by Casco Bay. Enjoy the sites, history and charm of Portland, Maine.

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Cruising to Portland, Maine - Encircle Photos 1

Cruising to Portland, Maine

14 Ocean Gateway Pier, Portland, ME 04101
Explore the Waterfront in Portland, Maine - Encircle Photos 2

Explore the Waterfront in Portland, Maine

21 Commercial St, Portland, ME 04101
Casco Bay Ferry on Waterfront in Portland, Maine - Encircle Photos 3

Casco Bay Ferry on Waterfront in Portland, Maine

56 Commercial St, Portland, ME 04101
United States Custom House on Waterfront in Portland, Maine - Encircle Photos 4

United States Custom House on Waterfront in Portland, Maine

312 Fore St, Portland, ME 04101
History of Old Port along Waterfront in Portland, Maine - Encircle Photos 5

History of Old Port along Waterfront in Portland, Maine

86 Commercial St, Portland, ME 04101
Sightseeing Tours on Waterfront in Portland, Maine - Encircle Photos 6

Sightseeing Tours on Waterfront in Portland, Maine

170 Commercial St, Portland, ME 04101
Whale Watching Tour on Waterfront in Portland, Maine - Encircle Photos 7

Whale Watching Tour on Waterfront in Portland, Maine

170 Commercial St, Portland, ME 04101
Wharfs on Waterfront in Portland, Maine - Encircle Photos 8

Wharfs on Waterfront in Portland, Maine

1 Long Wharf, Portland, ME 04101
Eating Lobster on Waterfront in Portland, Maine - Encircle Photos 9

Eating Lobster on Waterfront in Portland, Maine

180 Commercial St, Portland, ME 04101
Aftermath of 1866 Great Fire in Old Port District of Portland, Maine - Encircle Photos 10

Aftermath of 1866 Great Fire in Old Port District of Portland, Maine

11 Moulton St, Portland, ME 04101
Unique Quaintness in Old Port District of Portland, Maine - Encircle Photos 11

Unique Quaintness in Old Port District of Portland, Maine

37 Exchange St, Portland, ME 04101
Charles Q. Clapp House on Spring Street in Portland, Maine - Encircle Photos 12

Charles Q. Clapp House on Spring Street in Portland, Maine

97 Spring St, Portland, ME 04101
McLellan House on Spring Street in Portland, Maine - Encircle Photos 13

McLellan House on Spring Street in Portland, Maine

107 Spring St, Portland, ME 04101
Portland Fire Museum on Spring Street in Portland, Maine - Encircle Photos 14

Portland Fire Museum on Spring Street in Portland, Maine

157 Spring St, Portland, ME 04101
Victoria Mansion in West End of Portland, Maine - Encircle Photos 15

Victoria Mansion in West End of Portland, Maine

109 Danforth St, Portland, ME 04101
Portland Museum of Art on Congress Street in Portland, Maine - Encircle Photos 16

Portland Museum of Art on Congress Street in Portland, Maine

7 Congress St, Portland, ME 04101
Children’s Museum of Maine in Portland, Maine - Encircle Photos 17

Children’s Museum of Maine in Portland, Maine

142 Free St, Portland, ME 04101
Portland’s Oldest Pub in Portland, Maine - Encircle Photos 18

Portland’s Oldest Pub in Portland, Maine

133 Free St, Portland, ME 04101
H.H. Hay Flatiron Building on Congress Street in Portland, Maine - Encircle Photos 19

H.H. Hay Flatiron Building on Congress Street in Portland, Maine

594 Congress St, Portland, ME 04101
Explore Historic Congress Street in Portland, Maine - Encircle Photos 20

Explore Historic Congress Street in Portland, Maine

547 Congress St, Portland, ME 04101
Wadsworth-Longfellow House on Congress Street in Portland, Maine - Encircle Photos 21

Wadsworth-Longfellow House on Congress Street in Portland, Maine

489 Congress St, Portland, ME 04101
Time & Temperature Building on Congress Street in Portland, Maine - Encircle Photos 22

Time & Temperature Building on Congress Street in Portland, Maine

477 Congress Street, Portland, ME 04101
People’s United Bank Building on Congress Street in Portland, Maine - Encircle Photos 23

People’s United Bank Building on Congress Street in Portland, Maine

467 Congress St, Portland, ME 04101
Soldiers and Sailors Monument on Congress Street in Portland, Maine - Encircle Photos 24

Soldiers and Sailors Monument on Congress Street in Portland, Maine

456 Congress St, Portland, ME 04101
History of First Parish Church on Congress Street in Portland, Maine - Encircle Photos 25

History of First Parish Church on Congress Street in Portland, Maine

425 Congress St, Portland, ME 04101
Portland Masonic Temple on Congress Street in Portland, Maine - Encircle Photos 26

Portland Masonic Temple on Congress Street in Portland, Maine

415 Congress St, Portland, ME 04101
Portland City Hall on Congress Street in Portland, Maine - Encircle Photos 27

Portland City Hall on Congress Street in Portland, Maine

389 Congress St, Portland, ME 04101
Immaculate Conception Cathedral on Congress Street in Portland, Maine - Encircle Photos 28

Immaculate Conception Cathedral on Congress Street in Portland, Maine

307 Congress St, Portland, ME 04101
Immaculate Conception Cathedral Hall on Congress Street in Portland, Maine - Encircle Photos 29

Immaculate Conception Cathedral Hall on Congress Street in Portland, Maine

313 Congress St, Portland, ME 04101
St. Paul’s Anglican Church on Congress Street in Portland, Maine - Encircle Photos 30

St. Paul’s Anglican Church on Congress Street in Portland, Maine

279 Congress St, Portland, ME 04101
Portland Observatory on Congress Street in Portland, Maine - Encircle Photos 31

Portland Observatory on Congress Street in Portland, Maine

138 Congress St, Portland, ME 04101
Back Cove View from Fort Sumner Park in Portland, Maine - Encircle Photos 32

Back Cove View from Fort Sumner Park in Portland, Maine

59 North Street, Portland, ME 04101
Eastern Promenade Midslope Trail in Portland, Maine - Encircle Photos 33

Eastern Promenade Midslope Trail in Portland, Maine

Eastern Promenade Midslope Trail, Portland, ME 04101
Casco Bay Islands from Eastern Promenade in Portland, Maine - Encircle Photos 34

Casco Bay Islands from Eastern Promenade in Portland, Maine

First Civic Monument, Cutter St, Portland, ME 04101
East End Beach on Eastern Promenade in Portland, Maine - Encircle Photos 35

East End Beach on Eastern Promenade in Portland, Maine

East End Beach, Eastern Promenade Trail, Portland, ME 04101
Strolling along Eastern Promenade on Waterfront in Portland, Maine - Encircle Photos 36

Strolling along Eastern Promenade on Waterfront in Portland, Maine

Fish Point, Eastern Promenade Trail, Portland, ME 04101
Vintage Train Ride on Eastern Promenade in Portland, Maine - Encircle Photos 37

Vintage Train Ride on Eastern Promenade in Portland, Maine

49 Thames St, Portland, ME 04101
Ocean Gateway Passenger Terminal on Waterfront in Portland, Maine - Encircle Photos 38

Ocean Gateway Passenger Terminal on Waterfront in Portland, Maine

14 Ocean Gateway Pier, Portland, ME 04101
Bug Light at Bug Light Park in South Portland, Maine - Encircle Photos 39

Bug Light at Bug Light Park in South Portland, Maine

Bug Light Park, S Portland Greenbelt Pathway, South Portland, ME 04106
Liberty Ship Memorial at Bug Light Park in South Portland, Maine - Encircle Photos 40

Liberty Ship Memorial at Bug Light Park in South Portland, Maine

Bug Light Park, S Portland Greenbelt Pathway, South Portland, ME 04106
Fort Gorges from Bug Light Park in South Portland, Maine - Encircle Photos 41

Fort Gorges from Bug Light Park in South Portland, Maine

Fort Gorges, Hog Island Ledge, South Portland, ME 04101
Spring Point Ledge Lighthouse in South Portland, Maine - Encircle Photos 42

Spring Point Ledge Lighthouse in South Portland, Maine

Lighthouse Circle, South Portland, ME 04106
Portland Head Light at Fort Williams Park in Cape Elizabeth, Maine - Encircle Photos 43

Portland Head Light at Fort Williams Park in Cape Elizabeth, Maine

12 Captain Strout Cir, Cape Elizabeth, ME 04107
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