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Category: Maine Trips

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
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

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

Planning a Summer Trip to Maine? 5 Important Tips to Keep in Mind

April 14, 2023 Ian Glass

Craving a classic New England experience that’s on every person’s bucket list? Look no further than a trip to Maine…

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Posted in: Maine Trips

Why You Should Add “Maine Sailing Adventure” to Your Summer Bucket List

July 9, 2021 Ian Glass

We are fully in the swing of summer in Maine, and whether you’re a native or just visiting, you know…

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Posted in: Maine Trips

A Warm-Weather Weekend in Portland, Maine

March 15, 2020 Ian Glass

Nothing encourages adventure like warm weather in Maine. Once temps rise above 40 degrees, everyone sheds their jackets and comes…

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Posted in: Maine Trips

Planning Your Next Family Vacation in Portland, Maine

December 15, 2019 Ian Glass

It’s never too early to start planning your next trip with the kids, but it can be challenging to find…

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Posted in: Maine Trips

Maine Trips for an Instagram-Worthy Weekend

October 27, 2019 Ian Glass 2 Comments

Maine is photogenic, there’s no doubt about that. It truly doesn’t matter what time of year you visit – our…

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Posted in: Maine Trips

Recent Posts

  • Portland Businesses, This One’s for You: Private Charters with a Local Rate
  • A Cruise Ship Stop You Won’t Forget: How to Elevate Your Portland, Maine Visit
  • Why a Private Boat Charter is the Ultimate Bachelor or Bachelorette Party Experience

Recent Comments

  • Casco Bay Sunset Cruise: 5 Reasons to Book with Sail Portland Maine on 5 of the Most Romantic Spots to Get Married in Maine
  • Why Book a Private Boat Charter in Portland, Maine for Your Celebration on Maine Trips for an Instagram-Worthy Weekend
  • Events to Host on a Harbor Cruise in Portland, Maine | Sail Portland Maine on Why You Should Book a Private Casco Bay Sunset Cruise for Your Next Celebration

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    Portland, ME 04101
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