Fall Foliage Sailing & Lobster Feast in Rockland, Maine
Difficulty
easy
Duration
4–6 hours
Fitness Level
Suitable for most fitness levels as this is mostly a leisurely sailing experience with minimal physical exertion.
Overview
Sail through Maine’s stunning fall foliage on a private lobster feast adventure departing Rockland. Cozy accommodations and breathtaking views await! Discover the ultimate autumn escape at sea.
Fall Foliage - September 27, 2025
4-night trip • Starting at $1170 per person based on double occupancy • Ages 12+
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About This Adventure
Embark on a memorable fall adventure as you sail in search of the perfect island for a lobster feast. Enjoy cozy accommodations with made beds, fresh water, and natural light. Unwind and soak in the stunning autumn colors while indulging in a unique culinary experience at sea.
Duration
- Board Saturday September 27 between 6 pm and 8 pm
- Disembark Wednesday October 1 before noon.
Trip Description
Enjoy the fall colors as we set sail in search of the perfect island for a lobster feast.
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
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Double Cabin $2,340 Double-occupancy cabin with one double bed.
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Upper/Lower Bunk Cabin $1,170 per person, $2,340 for the cabin. Double occupancy cabin with one upper single bed and one lower single bed.
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Single Cabin $1,330 Single occupancy cabin with single bed.
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Private Head Cabin $2,660 Double occupancy cabin with one double bed and your own private head.
Adventure Tips
Dress in Layers
Maine’s fall weather can shift quickly, so bring multiple clothing layers to stay warm and comfortable.
Bring a Waterproof Jacket
Weather on the water can be unpredictable; a waterproof jacket will help keep you dry.
Pack Seasickness Remedies
If you are prone to motion sickness, consider taking remedies beforehand for a more enjoyable experience.
Charge Your Camera
The fall colors and island views offer incredible photo opportunities, so bring a fully charged camera or phone.
Local Insights
Wildlife
- Harbor seals
- Ospreys
History
Rockland has a rich maritime history as a fishing and shipbuilding hub, reflected in its historic waterfront and lighthouses.
Conservation
Efforts are ongoing in the area to protect coastal habitats and promote sustainable lobster fishing practices.
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Adventure Hotspots in Portland, ME
Frequently Asked Questions
Recommended Gear
Layered Clothing
Keeps you comfortable as temperatures fluctuate throughout the day on the water.
fall specific
Waterproof Jacket
Protects against wind and unexpected rain during the sailing trip.
fall specific
Binoculars
Useful for spotting wildlife and distant islands during the cruise.
Camera or Smartphone
Capture the breathtaking fall foliage and scenic moments on board.