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Category: Local Guides

small business discount

Portland Businesses, This One’s for You: Private Charters with a Local Rate

May 6, 2025 Ian Glass

At Sail Portland Maine, we believe Portland’s small businesses deserve a break — the kind with sea breeze, harbor views,…

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Posted in: Local Guides, Maine Trips, Private Charters, Special Offers
things to do in Portland Maine cruise stop

A Cruise Ship Stop You Won’t Forget: How to Elevate Your Portland, Maine Visit

April 23, 2025 Ian Glass

Portland, Maine, is a city brimming with history, charm, and breathtaking natural beauty. Known for its vibrant arts scene, award-winning…

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Posted in: Day Cruises, Local Guides, Sunset Cruises
couple enjoying a sunny sail | things to do in Portland Maine for couples

An Unforgettable Day in Portland, Maine for Couples Arriving by Cruise Ship

July 20, 2024 Ian Glass

If you’re visiting Portland, Maine this summer as one of your cruise ship travel destinations, you’re in luck! We’ve crafted…

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Posted in: Day Cruises, Local Guides, Sunset Cruises
crown jewel

The Top 5 Must-Visit Brunch Spots in Portland, Maine

June 6, 2024 Ian Glass

Brunch is one of life’s simple pleasures, and in the vibrant city of Portland, Maine, there’s no shortage of charming…

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Posted in: Local Guides
portland head light

Island Escapes: Day Trips to the Hidden Gems Around Portland

May 19, 2024 Ian Glass

Escape the hustle and bustle of city life and discover the enchanting hidden gems scattered across the islands surrounding Portland,…

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Posted in: Day Cruises, Local Guides, Maine Trips
summer in portland maine

5 Ways to Create Lasting Memories This Summer in Portland, Maine

April 11, 2024 Ian Glass

As the days grow longer, it’s time to plan the perfect summer getaway in the charming city of Portland, Maine.…

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Posted in: Local Guides, Maine Trips

Things to Do in Winter in Portland, Maine

February 15, 2024 Ian Glass

Winter in Portland, Maine, transforms the city into a captivating wonderland of snow-covered streets, cozy cafes, and exhilarating outdoor adventures.…

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Posted in: Local Guides

The Ultimate Guide to an Ideal Fall Day in Portland, Maine

September 11, 2023 Ian Glass

Fall is the perfect time to explore Portland, Maine, with the leaves changing colors and the crisp autumn breeze filling…

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Posted in: Local Guides

The Best Maine Islands to Explore Off Portland’s Coast

August 10, 2023 Ian Glass

Maine’s stunning natural beauty and rich history attract tourists from all over the world. While the mainland offers plenty of…

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Posted in: Local Guides, Maine Trips

A Foodie’s Guide to Portland, Maine: The Best Spots for Delicious Lobster

July 10, 2023 Ian Glass

As a city located right along the coast of Maine, it’s no surprise that Portland is a hub for all…

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Posted in: Local Guides

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    1 Marina Way
    Portland, ME 04101
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