Crossing the finish line at the Old Port Half Marathon & 5K (coming up on Saturday, June 7, 2025) is no small feat—and once the adrenaline fades and the medal is around your neck, you might find yourself wondering: what’s next?
Sure, you could grab a bite in town or hit up the post-race block party—but if you’re looking to soak in the moment and reward yourself truly, we suggest something a little more memorable: stepping aboard a Portland, Maine boat charter with Sail Portland Maine.
Why a Casco Bay Cruise is the Ultimate Post-Race Treat
After pounding the pavement and navigating the energy of race day, there’s nothing like letting the ocean breeze wash over you. Our cruises are small, intimate, and tailored for relaxation. Unlike larger tour boats, Sail Portland Maine offers a personalized experience, giving you plenty of space to stretch out, sip a cold drink, and let your body recover while enjoying one of Maine’s most iconic views—the coastline from the water. Aboard our Casco Bay tours, you’ll drift past lighthouses, historic forts, and rugged Maine islands, truly the cherry on top of an iconic Maine day.
What to Expect on Your Cruise
Whether you choose a midday cruise to bask in the sun or a sunset charter with golden skies and sparkling waters, every trip is designed to help you unwind.
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Comfortable Seating & Smooth Sailing: Our vessels are designed with comfort in mind, offering cushioned seating, plenty of shade, and a gentle ride that soothes tired muscles.
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BYOB-Friendly Atmosphere: Bring your favorite local beer, cider, or wine aboard—we’ll provide the cooler and the views. This goes for snacks and food, too!
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Local Knowledge: Your captain is not just your guide but a local expert ready to share the stories of Casco Bay’s landmarks and islands as you sail by.
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Private Vibes: Our charters accommodate small groups, making them ideal for couples, friends, or even solo runners who want to decompress in peace.
Book Early—Race Weekend Fills Up Fast
The Old Port Half Marathon & 5K is one of Portland’s biggest race weekends, and our cruises tend to book quickly, especially on beautiful June afternoons. If you want to guarantee your spot aboard, we recommend reserving early.
At Sail Portland Maine, we believe every race deserves a finish line celebration worth remembering. You’ve trained hard and raced harder—now let us help you wind down, Maine-style.
Ready to set sail? Book your post-race cruise now and experience the peace, beauty, and magic of Casco Bay from the best seat in the harbor.