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Author: Ian Glass

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
party boat portland maine

Why a Private Boat Charter is the Ultimate Bachelor or Bachelorette Party Experience

March 25, 2025 Ian Glass

If you’re planning a bachelor or bachelorette party, you’re likely looking for something beyond (or in addition to!) the traditional…

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Posted in: Bachelor/Bachelorette Parties, Private Charters, Special Events
private sunset cruise Portland Maine

Set Sail for Romance: The Perfect Private Sunset Cruise in Portland, Maine

March 17, 2025 Ian Glass

Looking for a romantic way to spend an evening in Portland, Maine? A private sunset cruise on Casco Bay with…

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Posted in: Private Charters, Special Events, 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
portland maine proposal ideas

Engagement Plans in Your Future? 4 Unique Portland, Maine Proposal Ideas

July 11, 2024 Ian Glass

Embarking on the journey of a lifetime with the one you love is an extraordinary moment that deserves an equally…

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Posted in: Private Charters, Weddings & Elopements
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

Elevate Team Bonding with a Chartered Boat Cruise on Casco Bay

March 2, 2024 Ian Glass

In the dynamic world of business, fostering strong team bonds is essential for a thriving and productive workplace. If you’re…

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Posted in: Special Events

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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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  • Phone
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  • Address
    Fore Points Marina
    1 Marina Way
    Portland, ME 04101
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