🌴 Top 5 Caribbean Cruise Routes for Families

Sunshine, sea days & zero tantrums (we hope) 

Planning a cruise with kids? You’re already winning. A Caribbean cruise is basically the ultimate family vacation—no road trips, no hotel hopping, and endless entertainment that doesn’t involve you playing referee. 🙌 

But not all Caribbean routes are created equal—some are made for lazy beach days, others are full of off-the-ship adventure. Whether you're sailing with toddlers, teens, or the whole extended crew, we’ve got you covered. 

Here are the Top 5 Caribbean cruise routes for families—plus some tips for making them extra fun, extra smooth, and extra stylish with matching cruise gear, of course.

🚢 1. Western Caribbean Whirlwind 

Cozumel • Grand Cayman • Jamaica 

Why it rocks: 
This route is all about action-packed fun. Think: snorkeling in Cozumel, swimming with stingrays in Grand Cayman, ziplining in Jamaica. If your kids love adventure (and you love wearing them out before bedtime), this one’s for you. 

🛳️ Ports from: Galveston, New Orleans, Miami 
⭐ Best lines: Carnival, Royal Caribbean, Disney 

💡 Crew Tip: Bring water shoes, sunscreen, and your "Adventure Squad" matching tees from High Seas Supply Co. 

🌞 2. Eastern Caribbean Chill Zone 

St. Thomas • San Juan • St. Maarten 

Why it rocks: 
The Eastern Caribbean brings beachy vibes and easy ports—great for families who want to explore without overdoing it. You’ll get colorful cities, postcard-worthy beaches, and lots of chances to say “this looks like a screen saver.” 

🛳️ Ports from: Port Canaveral, Miami, Fort Lauderdale 
⭐ Best lines: Norwegian, Disney, Virgin Voyages (teens will love it) 

💡 Crew Tip: Ideal for multigenerational trips—there’s something for grandma and your TikTok-obsessed teen. 

🏝️ 3. Southern Caribbean Explorer 

Aruba • Bonaire • Curaçao 

Why it rocks: 
Ready to go beyond the usual? This itinerary hits the lesser-visited gems, with flamingo beaches, salt flats, and colorful Dutch vibes. It’s a bit more travel time, but totally worth it for the Instagrammable ports alone. 

🛳️ Ports from: San Juan, Barbados 
⭐ Best lines: Celebrity, Princess, Holland America 

💡 Crew Tip: Pack reef-safe sunscreen and a dry bag—these ports are all about water adventures. 

🏖️ 4. Private Island Perfection 

Perfect Day at CocoCay • Castaway Cay • Ocean Cay 

Why it rocks: 
Private islands = cruise ship playgrounds with no crowds and endless fun. Think water parks, splash zones, pristine beaches, and food included. If your goal is to let the kids run wild while you sip something fruity, this is your dream route. 

🛳️ Ports from: Miami, Port Canaveral 
⭐ Best lines: Disney (Castaway Cay), Royal Caribbean (CocoCay), MSC (Ocean Cay) 

💡 Crew Tip: Book a cabana early! And don’t forget to pack your official family crew shirts for photo ops. 

🧳 5. Bahamas Express

Nassau • Bimini • Freeport 

Why it rocks: 
Short on time but still want a tropical escape? Bahamas itineraries are perfect weekend getaways. With 3–5 night sailings, these are great for families cruising for the first time—or those just testing the waters (literally). 

🛳️ Ports from: Miami, Jacksonville 
⭐ Best lines: Carnival, MSC, Disney 

💡 Crew Tip: Save space in your luggage—there’s plenty of shopping in Nassau (and matching totes from our shop help carry it all home). 

👕 Don’t Forget the Matching Shirts! 

What’s a family cruise without coordinated outfits? (Answer: still fun, but not as photogenic.) At High Seas Supply Co, we’ve got custom cruise gear for every crew—birthday squads, first-timers, and multigenerational fam-jams. 

No order minimums. Lightning-fast shipping. Endless nautical flair. 

📌 Quick Recap: Which Route Fits Your Family? 

No matter which direction you set sail, the Caribbean is calling—and it’s got coconuts, sea breezes, and zero responsibilities waiting for you.