Overnight Cruise on Grace Bailey Maine Windjammer Sailboat for a Relaxing Slow Travel Vacation
Source: Our analysis of the creator's lived experience, based on what they said in this video.
Creator's Key Takeaways
being on a main wind jammer ship is slow travel. There's no pool, there's no evening entertainment, there's no show
I would call it the cabin. Our cozy cozy cabin. It's small. The cabin was small. The two of us could not stand in the cabin at the same time.
It's a different experience. Part of the reason why people love a main wind jammer cruise is because of the scenery.
Creator's Tips & Advice
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Questions This Creator Answers
Topics Covered
Port Highlights
Scale: 0–5 strips in half-step increments. 0 = “meh”, 5 = “bacon bliss”. Aggregated from creator-review sentiment, weighted by channel expertise.
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We spent three nights aboard Grace Bailey, one of the historic schooners in the Maine Windjammer fleet, and we're breaking down everything you need to know for consideration before booking your trip. From the small cabin to the beach lobster bake (s'mores included), we share what daily life actually looks like on a 19th-century sailing ship with no Wi-Fi, no fixed itinerary, and the ship's cat, named Fiji, who steals the show. Join us to learn about the accommodations, food, and the realities of sleeping below deck crew traffic — plus what to pack, how the honor-system doors work, and why carabiners became our best friend on board. We also get into the cost, from the per-person price to the Maine resident discount, and explain why Grace Bailey's "Captain's Choice" itinerary means no two cruises look the same. If you've never considered a Maine Windjammer cruise, or didn't know they existed, this episode will help you decide if slow, unplugged sailing is for you. 📒 Helpful resources from this episode: • Maine Windjammer Packing List: https://sometimessailing.com/printable-maine-windjammer-packing-list/ • Bug Bite Thing (doesn’t require batteries): https://amzn.to/4byBC2Z Insect Bite Healer (this little gadget is amazing - we use this one the most to deal with bug bites): https://amzn.to/4gvhkuH • All About Stonington Maine (a port town on many Maine Windjammer cruises): https://sometimessailing.com/things-to-do-in-stonington-maine/ • Foods Maine is Known For (blueberries, lobster, hot dogs, & more): https://sometimeshome.com/food-maine-is-known-for/ As Amazon Associates, we earn from qualifying purchases at no cost to you. We appreciate you using our links to make purchases; it helps support the podcast! CHAPTERS 00:35 Overnight Sailing, Grace Bailey Experience 01:31 The History of Schooner Grace Bailey 02:19 Life Onboard Grace Bailey 05:21 A Slow Travel Cruise for a Relaxing Vacation 06:38 Cabin Experience & Accommodations 09:48 Realities of Cruising on a Historic Schooner 15:44 Beautiful Scenery Cruising Coastal Maine 21:05 Cell Service During Your Cruise 21:28 Exploring Coastal Towns 23:18 The Famous Beach Lobster Bake & Food on Grace Bailey 30:55 Drinks on Grace Bailey 32:01 Cruise Costs & Planning Ahead 33:47 Our Pre- & Post-Cruise Maine Road Trip Along the Coast