Join us to learn about the wonderful and unique world of Maine Windjammer cruising and why it’s nothing like traditional cruises. This is part one of a two-part series designed to help you understand what these overnight schooner vacations are really like.

For photos, visit our Maine Windjammer trip report.

We explain what a windjammer cruise is, where these historic sailing ships travel along Maine’s rugged coastline, and how the Maine Windjammer Fleet operates. We touch on its nine different ships, including American Eagle, Angelique, Grace Bailey, Ladona, and more to discuss who this style of cruising is best suited for.

We also set expectations around the cabins, Maine’s summer weather, cruise lengths, and getting to Camden or Rockland for embarkation. Island hopping, historic ships, cold ocean air, and lobster dinners: if you’re curious about unplugging, hands-on sailing, and experiencing Maine from the water, this is an idyllic escape. Part two covers life onboard, food, packing, pricing, and extending your trip in Maine.

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©2025 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.

In this episode, we’re looking ahead to 2026 and sharing what has us excited in the world of small ship cruising—from milestone celebrations and industry developments to the trips we personally can’t stop thinking about. If you love river cruising, expedition-style adventures, or classic sailing, listen to this episode to discover what’s on the horizon.

Instead of an industry deep dive forecast, this is our personal take as expert small-ship cruisers who love watching cruising evolve and dreaming up trips.

We talk about why this is a meaningful year for U.S. cruising with America’s 250th anniversary, and also touch on what’s ahead globally, from growing river cruise momentum to expanding yacht itineraries.

We wrap up by sharing what’s on our own 2026 cruise radar, from returning to Maine on a windjammer sailboat to dreaming about rivers in France and Colombia, Japan, Norway, and bucket list destinations like Antarctica and Egypt. If you’re planning ahead or just love travel inspiration, join us to look forward and dream big for your future vacations.

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Support the show

👉🏻 Subscribe so you never miss an episode, released every Wednesday.

✈️ Use our preferred travel advisors to book your cruise.

💙 Join our Small Ship Cruise Talk community on Facebook.

💻 Follow us on Instagram, Threads, & Pinterest.

📩 Sign up for our newsletter.

🌏 SometimesSailing.com has even more planning tips, firsthand experiences, & advice.

📱 Have questions or topic suggestions? Contact us.

©2025 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.

We’re heading to Chioggia, often called “Little Venice,” to share why this small city is a great alternative to the crowds of Venice. We talk about what makes Chioggia special, from peaceful canals and local food to easy walking and a more authentic, everyday Italian feel.

We also outline the logistics of getting from Venice to Chioggia, including the public bus options, costs, luggage considerations, and where to get off if you’re heading to the port. If you’re embarking on a cruise or planning a short land visit, this episode will help you decide if Chioggia belongs in your itinerary and how to get there with confidence.

• For more details on how to get from downtown Venice to Chioggia by bus, or alternative options such as booking a private car, read this article on our website.
• View our inspiring photos and info about Chioggia, which will help you decide what to do there.

Send us a text

Support the show

👉🏻 Subscribe so you never miss an episode, released every Wednesday.

✈️ Use our preferred travel advisors to book your cruise.

💙 Join our Small Ship Cruise Talk community on Facebook.

💻 Follow us on Instagram, Threads, & Pinterest.

📩 Sign up for our newsletter.

🌏 SometimesSailing.com has even more planning tips, firsthand experiences, & advice.

📱 Have questions or topic suggestions? Contact us.

©2025 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.