The Smart Traveler’s Guide to the Amazing Caribbean

I love the Caribbean. There’s nothing like the turquoise waters, the warm breeze, and the laid-back vibe that forces you to slow down. But after American Airlines lost my luggage three times, I learned a hard truth. That is, if you check a bag full of expensive scuba gear, you might as well say a little prayer because there’s a good chance it won’t be waiting for you when you land. Learn tips from the smart traveler’s guide to the Caribbean and keep travel stress to a minimum.

Now, I travel light and relatively stress-free. If you’re planning a trip to the Caribbean, here’s my best advice for making your experience smooth, enjoyable, and luggage-disaster-free.

Packing: Why Checked Bags Are a Gamble (And How to Travel Light)

Let’s talk about why checking a bag is risky, especially if island-hopping. Between tight layovers, short flights, and airlines that treat luggage like an afterthought, there’s a real chance your bag will take its own vacation.

How to Pack Like a Pro (Carry-On Only!)

Choose the Right Bag: A soft-shell carry-on backpack or a small roller bag will fit in overhead bins and is easier to maneuver on cobblestone streets and ferry rides. I use STAHLSAC Steel Wheeled Bag: Durable dive bag for travel, wet & dry compartments, 22″ carry on. (I figured out how to join Amazon’s affiliate program. Let’s see if it works!) https://amzn.to/3FeIKnO My husband prefers the TUSA Roller Bag https://amzn.to/4imCf0F You can’t go wrong either way.

Roll, Don’t Fold: Rolling clothes saves space and prevents wrinkles.

Stick to Lightweight Fabrics: Cotton, linen, and quick-dry fabrics keep you cool and dry fast after a surprise rainstorm.

Limit Shoes to Two Pairs plus water shoes: A comfy pair of walking sandals and something a little dressier for nights out. I bring water shoes for all island travels. I use SIMARI Water Shoes for Women Men Barefoot Breathable Quick-Dry Aqua because they are relatively inexpensive, have a great sole for walking and my favorite color https://amzn.to/41H48v6

Ditch the Giant Toiletry Bag: Opt for travel-size essentials or buy sunscreen and shampoo when you land.

Pack a Small Laundry Kit: A travel-sized detergent lets you wash clothes in the sink, so you don’t need a fresh outfit for every day. We usually VRBO wherever we go so we look for in unit laundry but there have been many times where I hand washed for a family of 4.

Use Packing Cubes: They keep your things organized and make it easy to find what you need.

Bring a Foldable Daypack: Perfect for beach days, hikes, and shopping trips.

Pre-Trip Prep: Know Before You Go

Travel Documents & Money

Passport Validity – Many Caribbean countries require six months of validity beyond your travel date.

Copies of Important Docs – Keep digital and paper copies of your passport, ID, and travel insurance.

Cash & Cards – Some islands are cash-heavy, so bring small bills (USD is widely accepted). Have a no foreign transaction fee credit card.

Flights & Transfers

✔ Book Nonstop When Possible – Every connection increases the risk of lost luggage (trust me, I know).

✔ Confirm Airport Transfers – Not all islands have Uber. Book a shuttle or taxi in advance.

✔ Double-Check Baggage Policies – Caribbean airlines have stricter weight limits for carry-ons than major airlines.

Accommodations

Choose the Right Location – Stay near the action if you like nightlife or stay in a quieter area for relaxation.

Check for Included Perks – Some resorts offer free snorkel gear, bikes, or breakfast—saving you money.

Read Recent Reviews – A place that was great five years ago might be a nightmare now.

Self-Care & Safety: Stay Healthy and Stress-Free

Health & Hydration

🌞 Stay Hydrated – Caribbean heat sneaks up on you. Bring a refillable water bottle. Several islands (Aruba, Bonaire, Barbados, etc.) have desalinization plants so you can drink right from the tap.

🦟 Bug Protection – Mosquitoes love tourists. Bring repellent and anti-itch cream. We bring these everywhere! Tondiamo 200 Pcs Peppermint Wipes Mint Travel Individually Wrapped https://amzn.to/3QHu2Zd

🍹 Pace Your Cocktails – Rum punches hit differently in the sun. Trust me.

😎 Sun Protection – Reef-safe sunscreen, a hat, and sunglasses are non-negotiable. I am passionate about reef conservation, so I use Alba Botanica Facial Sunscreen Lotion, SPF 50, when I am in the water https://amzn.to/3Fc5BQV and Florida Glow SPF 50 Sunscreen Spray- Hawaii 104 Reef Act https://amzn.to/4hY6Yl2 for beach days.

Safety & Smart Travel

🔒 Keep Your Valuables Close – Use a cross-body bag or money belt for your passport and cards.

🚖 Use Licensed Taxis – Unregistered taxis can be risky in some places.

📍 Share Your Location – Let someone know your plans, especially if you’re exploring solo.

🏝️ Respect Local Customs – A bikini is fine on the beach but not in town. Dress appropriately in public spaces.

Final Thoughts: Travel Light, Travel Smart

After years of traveling, I’ve learned that less is definitely more. No checked bags mean no lost luggage, no waiting at baggage claim, and no stress. The Caribbean is all about relaxing, so why start your trip worrying about where your bag went? Instead, follow the smart traveler’s guide to the Caribbean.

Pack light, stay flexible, and soak in every sunset. That’s what travel should be about. Follow along on my journey from law enforcement to island life Scuba diving and travel through retirement: The ultimate paradise – XO Scuba Girl

I would love to hear your best Caribbean travel tip. Drop it in the comments!

Talk to you soon, XOXO Scuba Girl

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