Adventure Collective
Sailing Adventure Along Maine Coast in Rockland - Portland

Sailing Adventure Along Maine Coast in Rockland

Rocklandeasy

Difficulty

easy

Duration

4–5 hours

Fitness Level

Minimal physical exertion is required; suitable for most fitness levels with some ability to move safely on deck.

Overview

Join Schooner Heritage for a private sailing adventure along Maine’s stunning Rockland coast on September 20, 2025. Encounter wildlife, historic lighthouses, and island culture on this unforgettable voyage.

Rockland, Maine

Explore the Maine Coast - September 20, 2025

6-night trip • Starting at $1,470 per person based on double occupancy • Ages 12+

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About This Adventure

Embark on an unforgettable sailing adventure along Maine's stunning coastline, where you'll encounter seals, porpoises, and majestic lighthouses. Experience island life, enjoy delicious meals, and choose your level of participation, from hands-on sailing to relaxing with a book. This unique journey promises breathtaking views and cherished memories.

Duration

  • Board Saturday, September 20, 2025 between 6 pm and 8 pm
  • Disembark Friday, September 26, 2025 before noon.

Trip Description

Come see Maine from the right side, from the water! The natural beauty of the unspoiled coastline and the seals, porpoises, and pelagic birds who call it home make this trip an adventure you’ll always remember. Lighthouses, those sentinels of our rocky coast, can be spotted throughout your time aboard. Visit island fishing villages, small coastal communities, and uninhabited islands to get a sense of what it’s like to live along the coast of Maine. As well as seeing it under sail, there will be opportunities for walks ashore. The itinerary for the trip is unplanned; we’ll use the tides, winds, and weather to our advantage to make for smooth sailing. Regardless of where we go, the panoramic views will surely please.

This can be as much of a hands-on adventure as you’d like. Help raise and tend sails, check out where we are on the chart, and perhaps even have an opportunity to take a turn at the wheel. And we always need rowers when we go ashore. But if you are more of an observer or simply looking for time to sit back and read that book you’ve been wanting to read, or perhaps sketch or paint, those are all perfect options as well.

Delicious meals are prepared on our wood-fired galley stove, except when we go ashore and cook up lobster and corn on the cob at our all-you-can-eat lobster picnic. (Yes, there will be an alternative if you don’t enjoy crustaceans. Just let us know ahead of time.)

This will be the vacation of a lifetime!

Your Cabin

Your bed has already been made for you before you arrive. All you’ll have to do is unpack and relax.

  • Bed and bath linens are provided
  • Sinks w/ hot and cold running fresh water
  • 110 volt power outlets just like at home
  • Reading light over your pillow
  • Shelves and space to store your personal items
  • A deck light allowing for natural light
  • Large skylights in forward and midships compartments provide fresh air circulation as well as natural light

Accommodations & Pricing

  • Double Cabin $2,940 Double-occupancy cabin with one double bed.

  • Upper/Lower Bunk Cabin $1,470 per person, $2,940 for the cabin. Double occupancy cabin with one upper single bed and one lower single bed.

  • Single Cabin $1,710 Single occupancy cabin with single bed.

  • Private Head Cabin $3,420 Double occupancy cabin with one double bed and your own private head.

Adventure Tips

Dress in Layers

Maine's coastal weather can shift quickly, so layering helps you stay comfortable on deck.

Bring Sunscreen

Protect your skin from sun glare off the water, even on cloudy days.

Wear Non-Slip Shoes

Closed-toe footwear with good grip is important for safe movement on the wet deck.

Stay Hydrated

Bring a reusable water bottle to stay refreshed during the trip.

Local Insights

Wildlife

  • Harbor seals
  • Atlantic porpoises

History

Rockland has a rich maritime history as a key shipping and fishing port dating back to the 18th century.

Conservation

Schooner Heritage supports local marine conservation efforts by promoting sustainable practices and educating guests about coastal ecosystems.

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Frequently Asked Questions

Recommended Gear

Windbreaker Jacket

Essential

Blocks wind and light rain, keeping you comfortable on cooler spring days.

spring specific

Polarized Sunglasses

Essential

Reduces water glare, making wildlife and distant views clearer.

summer specific

Warm Hat

Essential

Keeps your head warm during crisp autumn breezes.

fall specific

Non-Slip Deck Shoes

Essential

Ensures safe footing on wet or uneven boat decks throughout the year.