Our One-Week Coastal Maine Road Trip in Depth

The coastal drive we planned before and after our Maine Windjammer Cruise was worth the trip! We're breaking down our full pre- and post-cruise road trip, from flying into Portland (including the vital tip about booking travel that could make or break your flights) to the small towns, slow drives, great food, and memorable museums along the coast. We're covering the full pre- and post-cruise itinerary, including the convenient and delightful hotels where we stayed along the coast and what slow travel in Maine actually looks like, from what to pack to where to eat along the way.  This one's built for planning: we'll walk through how much drive time to budget between towns, rental car tips, and the easy-to-miss logistics like return-time cutoffs and why a buffer day on each end of your cruise makes the whole trip less stressful. Join us as we take you through:  Flying into Portland, Maine and renting a car (and the one VERY important thing to keep in mind when booking flights and a tip for your car rental) Staying in Lincolnville and visiting Camden and Belfast, Maine Exploring Rockland before and after our Maine Windjammer Cruise Enjoying time at Higgins Beach in Scarborough Read the article on our site *with photos* of everywhere we went and stayed: https://sometimessailing.com/7-day-road-trip-along-maines-coast/ Hotels we stayed in:  Inn at Ocean’s Edge: https://www.innatoceansedge.com/  250 Main: https://www.250mainhotel.com/  Higgins Beach Inn: https://www.higginsbeachinn.com/  More helpful info from this episode:  The mosquitoes are out in Maine during summer! Prepare by buying a Bug Bite Thing https://amzn.to/4tzFG9M or Mikkel’s favorite electronic mosquito bite zapper to fight those pesky bugs https://amzn.to/4sSp4u2 Helpful things to know about Maine during summer: https://sometimeshome.com/planning-trip-to-maine-in-summer-things-to-know/ Maine Windjammer Packing List: https://sometimessailing.com/printable-maine-windjammer-packing-list/ (includes a video) Foods to eat in Maine: https://sometimeshome.com/food-maine-is-known-for/ Travel watercolors set: https://link.amazon/B0imP44Ht Sea Bags: https://sometimessailing.com/sea-bags-sustainable-bags-from-sails/ Acadia Guide Along: https://sometimessailing.com/pnoq  Find out more about our Maine Windjammer Cruise experience on Grace Bailey: https://pod.link/1802110861/episode/QnV6enNwcm91dC0xOTQ2NjI5NA Ask a question or send fan mail. Support the show 👉🏻 Press that FOLLOW button so you never miss an episode, released every other Wednesday.  Need help planning your trip? Check out our RESOURCES, whether you're looking to understand which cruise to book, which travel insurance is best, or how to organize your luggage with our packing lists: https://sometimessailing.com/resources/ ▶️ Subscribe to our YouTube channel: @sometimes-sailing 📩 Sign up for our newsletter. 🌏 SometimesSailing.com has even more planning tips, firsthand experiences, & advice.   📱 Have questions or topic suggestions? Contact us. ©2026 Small Ship Cruise Talk. All rights reserved. May contain affiliate links. Some trips and experiences have been hosted. As Amazon Associates, we earn from qualifying purchases. All opinions are our own.