How to Play: Going to Boston

A Sailor’s Dice Game That’s Fun for the Whole Family

We learned a new game at the Cumberland Island National Seashore Museum in St. Mary’s, Georgia, and it’s quickly become a favorite on our boat. It’s called Going to Boston, a 19th-century dice game once played by sailors aboard the USS Constitution. It’s simple, fast, and surprisingly fun—and yes, it sneaks in a little math practice, too!

Whether you’re out on the water, tied up at a dock, or just looking for a low-prep activity to break up the day, this one’s easy to learn and quick to play.

Looking for more game rules that you can try? See all of our blog posts in the Game Rules category.

🎲 Game Information

Game Objective
Win the most rounds by scoring the highest sum using three dice per turn.

Number of Players
3 or more

Playing Time
5–15 minutes (or longer, depending on how many rounds you choose)

Supplies

  • 3 dice

  • Pencil and paper to keep score (optional)

  • Dice cup (optional—for easier rolling)

  • Dice tray (optional—to help keep dice onboard)

Recommended Ages
5 and up (younger kids can play with a little help adding)

📜 Game Rules

  1. Each player rolls one die. The highest number goes first. (Roll again in case of a tie.)

  2. On your turn, roll all three dice.

  3. Keep the highest die and set it aside.

  4. Roll the remaining two dice, and again keep the highest.

  5. Roll the last die.

  6. Add all three dice together—that’s your score for the round.

  7. The highest score wins that round.

  8. After your agreed number of rounds, the player who’s won the most rounds is the overall winner!

It’s simple, quick, and surprisingly competitive. The final roll always adds a little suspense, and players get sneakier and quicker with mental math the more they play.

👧 Great for Kids

This one’s especially great for younger players because it’s:

  • Simple to learn and remember

  • Quick to play, even with a group

  • Non-physical, so kids of all coordination levels can join in

Skills It Builds:

  • Math & Mental Addition – Kids are adding three numbers per round

  • Counting & Number Recognition – Perfect for early learners

  • Taking Turns & Fair Play – Everyone gets a shot, and the order rotates

  • Focus – Players need to watch the dice closely and keep track of scores

Why Our Kids Love It

  • Fast Turns – No long waits between plays

  • Exciting Reveals – The final roll always brings a bit of drama

  • Easy to Learn – Even our youngest friends can join in

  • No Cleanup – Just grab three dice and go

It’s become our go-to dice game for restaurants, quiet time in the cockpit, or just passing a rainy afternoon on board. I love that it’s rooted in maritime history, and they love that it feels like a real game, not sneaky “schoolwork.”

🧭 Final Thoughts

Going to Boston is a sailor’s pastime that fits perfectly into cruising life. No batteries, no screens, barely any supplies—and it can be played rain or shine, anchored or underway. Plus, it’s a fun little connection to the sailors of the past who likely laughed and competed over the same rolls, hundreds of miles from shore.

If you’re looking for a new game to add to your family’s rotation aboard, give this one a try. It just might become your new go-to, too.


We’d Love to Hear From You!

What are your biggest questions or concerns about transitioning back to life after the Loop? Have you already completed the journey and have tips to share? Let us know in the comments!

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Alison Major

Alison Major is an author, experienced sailor, and the founder of Loop Life Academy, dedicated to helping families navigate the adventures of America’s Great Loop. With over a decade of remote work experience leading international technology and software engineering teams, she brings her expertise to the nautical world.

Alison lives full-time aboard a 2005 Beneteau 423, SV Fika, with her husband, Chris, and their two children. She has sailed over 7,000 nautical miles. She writes about remote work, cruising, and family life aboard, sharing practical insights for those embracing a nomadic lifestyle. Her most recent book is Remote Work Afloat. An educator and lifelong learner, she teaches Software Architecture to graduate students and mentors cruisers, providing guidance on life's technical and logistical aspects on the water.

https://looplifeacademy.com
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