Sail Bucket List

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Sail Bucket List Interested in experiencing the harbors and bays of New England by boat? Charter a sail with us!

10/18/2026

❤️

10/17/2026

We’re not saying sailing is therapy…

But the wind doesn’t judge, the ocean doesn’t complain, and the only drama out here is deciding who gets the best seat. 😎⛵️

Less stress. More sea.

Sail Bucket List — because some problems are better left on shore. 💙

📅 Now booking private sails for 2027!

BucketListAdventures

10/17/2026

⛵️ Sail Bucket List is booking private charters for 2027! Your next favorite memory is waiting offshore.

MakeMemories

10/17/2026

You decide when. We’ll handle the rest.

Good company. Fresh air. Incredible views. And memories that last a whole lot longer than the weekend.

Your people. Your adventure. Your Bucket List. ⛵️

📅 Now booking private charters for 2027!

BuzzardsBay

10/15/2026

GOOD MORNING FROM EDGARTOWN! No traffic. No deadlines. Just salty air, beautiful harbor views, and a sunrise worth getting out of bed for. ⛵️

Turns out the best mornings don’t need an alarm clock. Just a little adventure. Who’s trading their morning commute for THIS? 👀🌊

BoatLife

10/15/2026

Some people need a beach vacation. We just need a little glimpse of the water. 🌊💙

Our marina Ring camera gives us a front-row seat to the changing skies, rolling waves, and beautiful waterfront views, even when we’re miles away.

Because sometimes a little ocean therapy is all you need. ⛵️

10/14/2026

We’re Heidi and Craig, the faces behind Sail Bucket List!

Our love of sailing goes far beyond the boat, the wind, and the water. It’s about adventure, discovering new places, building friendships, and creating memories with the people who matter most.

Over the years, sailing has brought incredible experiences and wonderful people into our lives. It’s given us a sense of freedom, a connection to the ocean, and an appreciation for those moments when life slows down just enough to enjoy it. We created Sail Bucket List because we believe experiences like these are meant to be shared.

As licensed captains, we bring our knowledge and experience to every charter. But what matters most to us is creating a welcoming, relaxed atmosphere where everyone feels comfortable, whether you’re an experienced sailor or stepping aboard for the very first time.

We’re passionate about more than sailing. We’re passionate about people, community, relationships, and the memories that bring us together. Our greatest reward is seeing guests arrive as strangers and leave with shared stories, new friendships, and perhaps a newfound love for sailing. For us, Sail Bucket List isn’t just a charter business. It’s an opportunity to share something we love with others. We’re excited to continue growing our sailing community, meeting new people, reconnecting with old friends, and making memories along the way.

We hope you’ll join us for an adventure!

Fair winds and following seas,

❤️ Captains Heidi & Craig
⛵ Sail Bucket List
📍 Buzzards Bay, Massachusetts

❤️

10/13/2026

Two weeks until we start packing up Bucket List for winter. 😩. We’re already in denial.

The countdown is on. The excuses to stay on the water are getting creative. And we’re seriously considering pretending November doesn’t exist. 😂

Summer, we’re not done with you yet. 🌊☀️

⛵️ Booking now for 2027!

10/13/2026

Winterizing is coming. We’re not emotionally prepared. 2026, you were one heck of a ride. ⛵️

The good news? We’re already dreaming about 2027.

📅 Booking now for next season!

10/12/2026

Because life’s too short for all work and no play.

Trade the to-do list for a little wind in your hair, sunshine on your face, and absolutely nowhere you need to be. 😎

❤️

Address

Marina
Buzzards Bay, MA
02740

Telephone

+15087368184

Website

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