Ultimate Caribbean Sailing Charter Tips: What to Pack & How to Prepare

Your essential guide to packing, preparation, and insider tips for the perfect Caribbean yacht charter.

By Michelle Segrest, Navigate Travel Adventures

Planning a yacht charter in the Caribbean is about more than just picking the right boat or island. Preparation matters. Your packing choices, travel arrangements, and onboard habits can make or break your trip.

Being prepared ensures you can focus on turquoise waters, white-sand beaches, and unforgettable sunsets without the stress of “what did I forget?”

Book early if you want a catamaran during peak season – they get reserved fast by repeat customers. 

Essential Packing List for Caribbean Sailing Charter

When it comes to packing for a yacht, less is more. Storage is limited, and lightweight, quick-dry gear works best. Focus on essentials that keep you comfortable in the tropical climate while still covering safety and convenience.

Clothing & Footwear

  • Quick-dry shorts, swimsuits, and lightweight shirts

  • A light windbreaker or spray jacket for breezy evenings

  • Non-marking deck shoes or water shoes for safety

  • Flip-flops or sandals for shore visits

Personal Gear & Accessories

  • Polarized sunglasses and wide-brimmed hat

  • Reef-safe sunscreen and aloe vera for after-sun care

  • Reusable water bottle to stay hydrated onboard

  • Dry bags for phones, cameras, and valuables

Safety & Comfort Must-Haves

  • Seasickness remedies (wristbands, ginger tablets, or medication)

  • Lightweight first aid kit (bandages, antiseptic, motion tablets)

  • Headlamp or small flashlight for night use

  • Microfiber towels—compact, quick-drying, and perfect for life onboard

Book your charter and get ready for the adventure of a lifetime.

Travel Tips for Stress-Free Planning and a Smooth Charter Experience

Even the best-packed bag won’t save a trip if your logistics aren’t well thought out. Follow these best practices to ensure your sailing adventure runs smoothly from dock to dock.

Arrive Early and Rested

Flying into the Caribbean can be long-haul for many travelers. Plan to arrive a day early so you’re well-rested before boarding. This also gives you a cushion in case of travel delays.

Provision Smartly

Stock up before you cast off—many bases have provisioning services where groceries and beverages are delivered directly to your yacht. Consider balancing onboard meals with the chance to enjoy local cuisine ashore.

Stay Connected but Present

Wi-Fi coverage can be patchy. Invest in a local SIM card or portable hotspot if you need connectivity but remember—disconnecting is part of the Caribbean magic.

Respect Local Customs & Environment

Follow local guidelines for marine parks, use mooring buoys instead of anchoring on coral, and support island communities by dining locally and shopping at small markets.

For a detailed sailing plan, see our Martinique 7-day itinerary, which includes a route to Dominica and back. Martinique truly offers a bit of everything – just be ready for real sailing in real wind!

Insider Best Practices for Sailing Charter Comfort

Veteran sailors know a few small habits make life onboard infinitely easier.

  • Pack soft-sided luggage instead of hard suitcases—easier to stow.

  • Bring a waterproof phone case—perfect for dinghy rides and snorkel trips.

  • Use color-coded dry bags for crew organization.

  • Bring entertainment for downtime—a deck of cards, e-reader, or travel journal.

Check out our 7-day BVI sailing itinerary for a day-by-day plan hitting all the iconic spots. With its gentle conditions and gorgeous scenery, the BVI is often the first Caribbean adventure for new charterers – and an unforgettable one.

Sail Smart, Pack Right, Enjoy Your Caribbean Sailing Charter

Your Caribbean yacht charter should be about relaxation, adventure, and discovery—not about worrying whether you forgot sunscreen or the right shoes. By packing smart, arriving prepared, and following these best practices, you’ll set yourself up for smooth sailing in 2025.

Get ready for your Caribbean sailing adventure—book your yacht today, pack light but smart, and create memories that will last a lifetime.