There’s just something about stepping aboard a cruise ship that gets my blood pumping and my shoulders relaxing at the same time. It’s like the stress of everyday life clocks out the minute I hand over my luggage and feel the sea breeze hit my face. The first stop at Café al Bacio if I’m on a Celebrity Cruise (they make the BEST cappuccinos at sea) in hand doesn’t hurt either. For me, cruising isn’t just a vacation—it’s a lifestyle for both myself and my wife. And if you’re anything like me, someone who lives for a good round of golf and an occasional Bloody Mary at sunset, then you already know where this story is headed.
Let’s be honest, guys like us don’t go on cruises just to sit in the sun or do yoga on the deck (not knocking it, just not my thing). We cruise for the thrill of discovery, the simplicity of unpacking once, and the chance to find that perfect 18 holes nestled in some tropical paradise. I’ve cruised across the Caribbean dozens of times and at every port, I’ve had one mission in mind: find the best golf course the island has to offer and squeeze in a tee time before the ship’s horn calls me back onboard.
Let me walk you through why cruising and golf are a match made in heaven—and how to sniff out the best golf courses at every island you visit.
Cruising: The Ultimate Guy’s Escape
There’s a certain rhythm to life at sea. Wake up with the sun (or hit snooze—no judgment), grab a hearty breakfast, then either hit the links or explore some incredible island scenery. Then come back to the ship, grab a cold drink at the pool bar (I’m not a sit in the sun person), maybe hit the cigar lounge or comedy club, and wrap the evening with a steak dinner and then the casino. And the best part? You’re not schlepping your luggage between hotels or navigating crazy airport layovers. You let the ship do the work while you enjoy the ride.
Cruising takes the guesswork out of travel. Once I’m onboard, I’ve got everything I need, solid meals, comfortable accommodations, entertainment that doesn’t insult my intelligence, and often, a crew that knows my name by day two. Plus, it’s an easy way to explore multiple destinations without feeling rushed. For someone who’s always looking to combine relaxation with a side mission (hello, golf), it’s the ideal setup.
The Golf-Cruise Combo: My Personal Playbook
So, how does a guy like me manage to chase birdies while island-hopping? It takes a bit of planning, a flexible attitude, and sometimes a friendly cab driver who doesn’t mind stepping on the gas. Here’s how I do it:
1. Do Your Homework Before You Sail
I always start by researching each port ahead of time. Not all islands are created equal when it comes to golf. Some are loaded with lush, championship-level courses, while others might only have a nine-hole track tucked into a resort. Google is your friend here, but don’t stop there. Cruise forums like Cruise Critic, TripAdvisor, and even Reddit often have threads from other golf-minded cruisers sharing their best finds.
Look for keywords like “best golf near [port],” or “golf course close to cruise port [island name].” I also check the ship’s shore excursion list. Some lines offer official golf excursions. Those are convenient but tend to be pricier and on a fixed schedule. I prefer going DIY: book a tee time online, grab a cab, and go.
2. Pack Smart
If you’re serious about your game, you’ll want to bring your own clubs, but keep it light. I travel with a Sunday bag and just a half-set: driver, hybrid, a couple irons, wedge, and putter. Cruise cabins aren’t exactly generous with space, and lugging a full-size bag around is more trouble than it’s worth. Don’t forget to bring a couple of gloves, balls (I usually pack a sleeve or two per round), tees, and a change of shoes you don’t mind getting sandy.
Pro tip: Invest in a travel bag with wheels and some padding. I once had a driver snap mid-cruise, and let me tell you, renting clubs in St. Thomas just doesn’t feel the same.
3. Factor in Time Zones and Ship Schedules
Double-check the ship’s arrival and departure times, and be mindful of time zones. I’ve seen guys miss their tee times because their phones didn’t update to island time or because the ship docked later than expected. Always allow extra buffer time, and if possible, book your tee time at least an hour after the ship is scheduled to dock.
Also, check if you need to tender at the port—that eats into your time. If the ship anchors offshore and you need a tender boat to get to land, it’s smart to avoid scheduling anything too early.
4. Bring Cash and Be Friendly
Taxi drivers are your lifeline. Many islands don’t have Uber, and golf courses can be a 20–40 minute drive from the port. I always negotiate a round-trip fare with the driver. It’s a win-win: I get peace of mind knowing I won’t be stranded, and the driver gets a solid fare. A few good conversations, and I’ve even had drivers give me the inside scoop on local watering holes for a post-round beer.
My Top 3 Island Golf Courses (So Far)
You didn’t think I’d write this whole thing and not give you some picks, did you? Here are five courses I’d play again in a heartbeat:
1. Cinnamon Hill Golf Course – Montego Bay, Jamaica
This course has it all—mountains, ocean views, and a spooky little hole near an old sugar mill said to be haunted. It’s close to the port and relatively affordable. The back nine hugs the Caribbean, and there’s a par-3 that will challenge your club selection and your nerves.
2. Mahogany Run – St. Thomas, U.S. Virgin Islands
Home of the famous “Devil’s Triangle” (a trio of scenic but punishing holes), Mahogany Run is carved into the cliffs. The views are killer, and the greens are slick. Bring extra balls—no shame in losing one to the ocean here.
3. Punta Espada – Dominican Republic
This one’s a bucket-lister. If your ship docks in La Romana or nearby, splurge on a ride to Punta Espada in Cap Cana. Jack Nicklaus designed it, and it’s consistently ranked one of the best courses in the Caribbean. Pricey, but worth every penny.
Final Thoughts: Cruising + Golf = Peak Vacation
There’s something uniquely satisfying about getting off a ship, playing a quick 18 in paradise, and then returning to your floating hotel in time for a steak dinner and a nightcap. It’s the perfect blend of sport, relaxation, and exploration. And let’s face it: you can only sit by the pool so long before the itch for a golf grip and a long drive kicks in.
So, if you’re a guy who loves the game and wants more out of his cruise than shuffleboard and spa treatments, do yourself a favor—bring the clubs. Whether you’re chasing birdies in Barbados or slicing into the sea in St. Lucia, you’ll come home with more than souvenirs. You’ll come back with stories, swings, and maybe even a little sand still stuck in your spikes.
Until next time, hit ’em straight—and may your next cruise be lined with fairways.




