23 Items to Take On Your First Bareboat Sailing Charter

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You’ve booked your first bareboat charter — that’s awesome! Now for the packing, and it can seem like there’s a lot to consider and to take. We’ve compiled a list of items for your trip, assuming you’re headed to tropical waters. Don’t worry: most of these are small, and planning now will save you money and space in your luggage.

Bareboat charter sailing has become a popular way for a small group to explore tropical places. It’s called “bareboat” because you’re hiring the yacht without a crew — that’s where you and your friends and family come in. These trips are normally booked by sailors with experience (though not everyone on board has to have any), and there’s also the option to add a skipper, a hostess, or a combination of the two.

The sailboat or catamaran typically comes fully loaded with sheets, towels, and kitchenware, but you’re responsible for provisioning food, beverages, and other personal items. Gear for fishing, diving, paddleboards, and more is sometimes negotiable for a price.

The big difference between a day sail — or even a weekend trip — and chartering a boat for a week or more is that you’ll be living and playing closer to the elements than you do at home. Sun, humidity, heat, rain, sand: they all become part of your daily movement, and a few comfort items will make the trip more enjoyable all around.

We’ve spent a lot of time on our boat in many different conditions, and here’s the list we pack to make our sailing adventures more comfortable and more fun. If you have room to bring these from the mainland, they’re much more affordable than buying them in the islands. Here we go.

Body/shower wipes. Fresh water is a limited commodity and showers become short. For getting by with a quick wipe-down after an easy day, a good body wipe (we like Yuni) is a lifesaver — and they smell great, too.

USB rechargeable fan. Many charter boats have air conditioning; some don’t. Even on a pleasant night, it’s nice to have some air movement in a humid environment. There are lots of small, travel-friendly options.

Travel towel. Microfiber towels hold many times their weight in water, dry quickly, pack very small, and don’t hold onto the musty smell as easily as cotton (OlimpiaFit is one option).

Reef-friendly sunscreen. A given any time you’re in a sunny locale — but choose a reef-safe option if you’re getting in the water. Sun Bum is easy to find, and many smaller companies make reef-friendly sunscreens now.

A sun shirt with sleeves and a hood. Check Title Nine or REI for great options, or any similar cover-up. Actually, make that two — even when you plan to live in a swimsuit, you’ll likely reach a point each day when you’re ready to give your skin a break from the sun’s intensity.

Motion-sickness medications and ginger treats. You just never know, and why suffer while hunting for these in a new place while feeling less than chipper? Dramamine, Meclizine, Bonine, acupressure wrist bands, or even a Scopolamine patch prescription from your doctor (if you tend to get seasick) are all options. The medications help prevent motion sickness; the ginger items help relieve symptoms if they occur.

Sunglasses — maybe two pairs. Give your eyes a break. (Backcountry has a great variety and good deals.)

Hydration tablets or powder. Something like single-serving Propel pouches or Nuun tablets to help you rehydrate on the really hot days. Water comes first, but you’re likely more active than usual in the tropical heat and humidity, and your body will crave that sodium, potassium, and magnesium — plus something besides plain water tastes good.

Lotion, after-sun moisturizer, and lip balm. You’re rehydrating on the inside; don’t forget the outside. No matter the humidity, sun and salt will start to dry your skin out, and adding wind makes a little daily self-care worthwhile.

A Buff and/or a hair clip. Speaking of humidity… your hair will take on a new level of freedom out here, especially with the wind. Keep it out of your eyes and off your neck — these also help avoid the dreaded, painful part-line sunburn.

A ball for your feet. Why, yes. This is purely a pamper item. If your feet have been in shoes and socks for months, transitioning to full-time sandals or barefoot onboard takes some getting used to. We keep a couple of tennis balls onboard to roll out our feet during that first sore week (a dedicated foot-massage set works, too).

A packable bag. We love our ChicoBags. We use them for everything: groceries, the shower house, the beach, souvenirs, laundry day. One packs down smaller than a baseball and hides in a purse or pocket.

A USB battery pack. Charters can charge the electronics you bring, but it’s nice to have a backup in case something doesn’t go as planned — which happens when you travel. With this small item, you stay adaptable.

Bug wipes. Mosquitoes are always a possibility, and no-see-ums are their aggravating little cousins. Lemon-eucalyptus spray is great, but if traveling with a liquid is tricky, OFF wipes work well.

Swimsuits — bring two. That could be two one-pieces, two bikinis, a combo, or one of those plus an alternate with more sun coverage like swim shorts and a long-sleeved rash guard. Plan not to get sunburned while snorkeling, but prepare for the chance that you do and still want to get in the water the next day.

A dry bag. Sea to Summit’s lightweight dry bags are our go-to. They pack small and keep things dry as a bone during the splashiest, rainiest dinghy rides.

A rain jacket. It happens. Depending on the season, you can almost time the brief daily shower — and a rain jacket is also a nice break from the wind when it feels cool. If a cold front rolls through, throw on an extra layer under your shell and you’ll be perfectly comfortable. Outdoor Research’s Helium series is affordable and very packable.

Body Glide. Lots of people have body parts that rub — thighs, underarms, and more. Body Glide helps them slip past each other without the friction that sweaty, humid conditions add. No more thigh rash in that cute skort, no more sore spots on the hike to the beach bar. Endurance athletes swear by it.

A hat. This could be a purchase on your trip — one of those nice, wide-brimmed straw hats would be lovely. Or something packable from Outdoor Research that tucks into small spaces and shades your face.

A sarong. Another option to buy on your trip. Sarongs are wonderfully versatile: a cover-up, something to sit on at the beach, a lightweight wrap-skirt, even a carry-all. If you’d rather come prepared, Back From Bali makes ethically produced ones through women- and family-owned businesses in Bali.

A headlamp. Anytime we travel out of the norm, we take a small headlamp (BioLite makes good ones). It’s nice for reading after the rest of the crew has gone to bed, and walking new streets at night is much easier with a little light.

Snacks. Pack ‘em if you’ve got ‘em! You’ll have plenty of chances to buy food, but if there’s a favorite chocolate you want to enjoy with a glass of wine one night under the stars, do it. Food and drink run higher out in the islands — it’s a necessary part of island life, and also an adventure in new culinary opportunities (try some guava treats!).

Bonus: a good book. Or a notebook and pen, a Sudoku book, or a pack of cards — how about a good story about sailing? Bring something to pass a quiet moment without electronics. Let your mind relax and enjoy the setting, the sounds, and the multi-sensory bath you’re getting to dip into without much distraction.

Throw in some clothing and a toothbrush and you’re nearly packed! How does our essentials list fit for you — is there something you’d add for your own sailing adventure? Fair winds and following seas on your journey!