Sailing Virgins
Updated for 2026

What to Pack for a
Sailing Trip

The most comprehensive sailing packing checklist on the internet. Interactive, destination-specific, and built by instructors with 100,000+ nautical miles of experience.

Built by pro instructors
Used by 10,000+ sailors
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Packing for a sailing trip is different from packing for any other vacation. Space is limited, conditions are unique, and forgetting the right items can make or break your experience. This interactive checklist is built from years of real sailing experience across the Caribbean, Mediterranean, and beyond.

Select your destination and travel season below to get a personalized packing list. Check items off as you pack — your progress is saved automatically in your browser so you can come back anytime.

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Golden Rule: Pack Light

Everything must fit in small boat compartments, not closets. Use a collapsible duffel bag — hard luggage physically cannot fit. When in doubt, leave it out. You will be surprised how little you actually need.

PassportEssential

Valid for at least 6 months beyond travel dates

Travel Insurance DocumentsEssential

Keep digital and printed copies

Prescription MedicationsEssential

Bring enough for the entire trip plus extra days

Booking Confirmation

Digital or printed copy of your Sailing Virgins booking

Driver's License or ID

For car rentals and verification

Emergency Contact List

Include family, your doctor, and local embassy

Photocopies of All Documents

Store separately from originals. Email copies to yourself too

Euros (cash)

For shore excursions and local purchases

US Dollars (cash)

Accepted everywhere in the BVI

Thai Baht (cash)

For local purchases and taxis

CFP Francs (cash)

Used locally in French Polynesia

Swimwear (2-3 sets)Essential

Quick-dry material recommended

Shorts (3-4 pairs)

Light, breathable fabrics

T-shirts & Tank Tops (4-5)

Light colors reflect sun better

Light LayersEssential

Long sleeve shirt and light sweater for evenings

Lightweight Rain JacketEssential

Packable and waterproof

Non-Marking Boat ShoesEssential

White or light-colored soles only!

Instructor tip: Sperry or Zhik are favorites among our crew. Break them in before your trip.

Reef-Safe Sandals

For beach and marina walks

One Nice Outfit

For dinners ashore

Underwear & Socks

Enough for the trip plus extras

Modest Clothing for Cultural Sites

Cover shoulders and knees for church/monastery visits

Sarong or Cover-Up

Versatile for temple visits and beach-to-town transitions

Reef-Safe Sunscreen (SPF 50+)Essential

Mineral-based, ocean-friendly formula

Instructor tip: Apply 30 minutes before sun exposure and reapply every 2 hours. The Caribbean sun is no joke.

Wide-Brimmed HatEssential

With chin strap for windy days

Polarized SunglassesEssential

With croakies/strap to prevent loss

Instructor tip: Polarized lenses are not optional on the water. They cut glare and help you read the water depth.

SPF Lip Balm

Lips burn fast and painfully on the water

UV Protection Shirt/Rashguard

Great for snorkeling and extended sailing

Aloe Vera Gel

For any unexpected sunburn

Collapsible Duffel BagEssential

NOT hard luggage. Boat storage requires soft, squishable bags

Instructor tip: This is rule #1. Hard suitcases cannot fit in boat compartments. A duffel bag is the only correct answer.

Waterproof Dry BagEssential

For electronics and valuables during water activities

Headlamp or FlashlightEssential

Essential for night watches and finding things below deck

Reusable Water Bottle (1L)Essential

Stay hydrated! Dehydration sneaks up on you at sea

Seasickness Medication

Dramamine, Sea-Bands, or ginger tablets. Bring even if you think you won't need it

Instructor tip: Take it the night before your first sail, not when you already feel sick. Prevention beats cure.

Compact Binoculars

For spotting navigation marks and wildlife

Reef/Water Shoes

Protects feet from sharp coral and rocks on beaches

Insect Repellent

DEET-based for tropical destinations

Phone & ChargerEssential
Portable Power Bank (10,000+ mAh)Essential

Boat charging may be limited

EU Power Adapter (Type C/F)

For charging in marinas

Thailand Power Adapter (Type A/B/C)
Universal Power Adapter

When in doubt, bring a universal one

Wireless Earbuds

For night watch entertainment and downtime

Waterproof Phone Case

Your phone WILL get splashed

Books or E-Reader

Perfect for downtime at anchor

Waterproof Bluetooth Speaker

For sundowner music on deck

Snorkel Gear

Usually provided, but bring your own if preferred

Waterproof Camera or GoPro

Memories worth capturing

Playing Cards or Travel Games

Great for evening entertainment

Journal & Waterproof Pen

Document your sailing logbook entries

Extra Sun Protection Gear

Peak sun months need maximum coverage

What NOT to Bring

x
Hard-Shell Luggage

Boat compartments only fit soft bags. Use a collapsible duffel.

x
Black-Soled Shoes

They permanently mark the deck. White or light-colored soles only.

x
Non-Reef-Safe Sunscreen

Chemical sunscreens kill coral. Mineral-based SPF only.

x
Excessive Electronics

Limited charging. Bring only essentials.

x
Valuable Jewelry

Risk of loss overboard. Leave expensive items at home.

x
High Heels

Dangerous on deck. Flat, non-marking shoes only.

x
Glass Bottles

Breakable and dangerous on a boat. Decant into plastic containers.

Secrets from Our Instructors

Tips you will not find on any other packing list — straight from our crew who live on boats.

1

Bring a pillowcase from home — the small comfort makes a big difference on a boat.

2

Pack everything in gallon ziplock bags inside your duffel. Keeps things organized and dry.

3

Bring a small carabiner to clip your water bottle to the lifelines while sailing.

4

A lightweight microfiber towel dries 3x faster than cotton. Game-changer on a boat.

5

Bring a cheap watch you do not mind getting wet — checking your phone at the helm is dangerous.

Packing FAQ

What kind of bag should I bring on a sailing trip?

Always use a collapsible duffel bag or soft-sided backpack. Hard-shell suitcases cannot fit into boat storage compartments. Boat cabins have small cubbies and shelves, not closets. A duffel bag that collapses flat when empty is ideal because it can be stowed under your bunk.

Do I need to bring my own snorkel gear?

Most sailing schools and charter companies provide basic snorkel equipment. However, if you snorkel regularly, bringing your own mask ensures a better fit and no leaking. Fins are usually provided and are bulky to pack, so leave those behind unless you have a strong preference.

What shoes should I wear on a sailboat?

Non-marking boat shoes with white or light-colored soles are essential. Black-soled shoes permanently stain the deck and are banned on most boats. Sperry, Zhik, or Helly Hansen are popular choices. Also bring reef-safe sandals for going ashore and water shoes if visiting coral beaches.

Should I bring seasickness medication?

Yes, even if you have never been seasick before. Motion sickness can affect anyone in the right conditions. Bring Dramamine (non-drowsy formula), Sea-Bands (acupressure wristbands), or ginger tablets. The key is to take medication preventatively the night before your first sail, not after symptoms start.

How much sunscreen do I need for a sailing trip?

Plan for at least one full bottle (6-8 oz) of reef-safe SPF 50+ sunscreen per week. On the water, sun exposure is significantly more intense due to reflection off the water. Reapply every 2 hours and after swimming. Use mineral-based (zinc oxide) sunscreen only, as chemical sunscreens damage coral reefs.

Can I do laundry on a sailing trip?

Most boats do not have laundry facilities. Some marinas have coin-operated machines, but you should not count on it. Pack enough clothing for your trip duration, plus a couple of extras. Quick-dry fabrics are ideal because they can be rinsed in a sink and dried quickly in the wind.

Is there electricity to charge my devices on a boat?

Boats typically have limited 12V DC power and sometimes 110V/220V AC when the generator is running or when connected to shore power at a marina. Charging can be limited during sailing. Bring a 10,000+ mAh portable power bank as backup, and limit the number of devices you bring.

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Now that you know what to pack, the only thing left is to choose your destination.