How to Plan Your British Virgin Islands (BVI) Sailing Itinerary & What You Need to Know Before You Go

In this guide, we’ll help you plan your perfect BVI sailing itinerary and provide essential tips for making the most of your trip. From choosing the right time to visit to discovering must-see destinations and activities, we’ve got you covered. By the end of this post, you’ll be ready to chart your course and embark on the adventure of a lifetime.

Are you ready to sail on a thrilling adventure in one of the world’s most beautiful destinations? Welcome to the British Virgin Islands (BVI), a paradise for adventure travelers and sailing enthusiasts alike. Nestled in the Caribbean, this stunning archipelago boasts crystal-clear waters, lush landscapes, and a treasure trove of island-hopping opportunities. Whether you’re a seasoned sailor or a first-time explorer, the BVI promises an unforgettable experience filled with sun-soaked beaches, hidden coves, and vibrant culture.

Creating a British Virgin Islands (BVI) sailing itinerary seems intimidating, but it is truly inspiring and fun. Whether you are a newbie like we once were or a pro, the British Virgin Islands are the ideal sailing destination. The islands are within sight, the bays are protected, and the activities are limitless. Oh, and the food is fantastic.

Affiliate Disclosure: There are affiliate links throughout this post. This means if you click on a link and purchase a product through that link, then I will receive a small commission for the referral. And that is kinda cool.

Planning Your BVI Sailing Itinerary

The BVI’s allure lies in its diverse landscapes and myriad islands waiting to be explored. Planning your BVI sailing itinerary carefully is crucial to maximizing your adventure. Start by considering the best time to visit. The prime sailing season runs from December to April, with pleasant weather and gentle trade winds. However, if you prefer a quieter escape, consider visiting during the shoulder months of May and November, when the islands are less crowded and prices are more budget-friendly.

For those seeking the ultimate BVI experience, a 7 to 10-day trip is ideal. This duration allows you to explore the highlights while also savoring the leisurely pace of island life. Popular sailing routes include the North Sound, Anegada, and Jost Van Dyke. Each route offers unique attractions, from the pristine beaches of Anegada to the lively beach bars of Jost Van Dyke. You’ll be treated to breathtaking views and unforgettable memories, whichever path you choose.

Mapping out your itinerary may seem daunting. But, the BVI’s reputation as a sailor’s haven means there are plenty of resources to help you plan your voyage. Online forums, travel guides, travel blogs, and local sailing companies can offer valuable insights and recommendations to tailor your adventure to your preferences.

What You Need to Know Before You Go

Before you cast off, you must be well-prepared for your BVI sailing adventure. Start by gathering the necessary documents, such as a valid passport and required visas. If you’re chartering a boat, ensure you have the appropriate certifications or hire a skipper. Familiarize yourself with local navigation rules and safety measures to ensure a smooth and secure voyage.

Understanding the sea conditions is crucial for first-time sailors. The BVI’s waters are relatively calm, but it’s wise to monitor weather forecasts and be mindful of changing conditions. Packing essentials like sunscreen, hats, and comfortable clothing will keep you protected and comfortable during your trip. Provisioning is another crucial consideration. Stock up on food and supplies before setting sail, as some islands have limited resources.

In addition to practical preparations, learning about the local culture and etiquette enhances your experience. The BVI is known for its warm hospitality, so a friendly smile and polite interactions go a long way. Respecting the environment and marine life is equally important, ensuring that these pristine islands remain a paradise for generations.

Fun facts to know when planning your BVI Sailing Itinerary.

Location. ~ The British Virgin Islands are an archipelago of four main islands; Tortola, Virgin Gorda, Anegada, and Jost Van Dyke, located in the Caribbean Sea east of Puerto Rico.

Total Area. ~ 59 square miles.

The highest point. ~ Mount Sage in Tortola at 1,709 feet.

Population. ~ 35,800 of mainly descendants of African slaves, plus a small minority of persons of European descent and ex-pats from the United States.

Demonym. ~ New word for me. A demonym is a word used to denote the natives of a particular country, state, city, or island. The demonym of the BVI is the Virgin Islander.

Does the British own the BVIs? ~ The BVIs are a British Overseas Territory, and the British Virgin Islanders are British Overseas Territory Citizens. The territory is NOT part of the European Union (EU), but they are considered citizens of the EU because of their British Citizenship. The territory operates as a parliamentary democracy; the ultimate executive authority belongs to the Queen. Their National Anthem is “God Save the Queen.”

Currency. ~ US Dollars, I don’t get it, either.

Economy. ~ Tourism is the British Virgin Islands’ economy’s mainstay, with perfect weather, stunning vistas, water sports galore, fresh seafood, tropical fruits, and umbrella drinks. Tourism is almost half of the island’s income.

Climate. ~ Dreamy is what I call it, but the BVIs are considered to have a tropical rainforest climate, which generally remains the same year-round. The highest temperature in the summer is about 89 degrees F, and it is 84 degrees in the winter. Hurricane season occurs between August and October.

Why is the group of islands called “The Virgin Islands?” ~ In 1493, Christopher Columbus named the islands “Saint Ursula and the 11,000 Virgins.” I don’t see the similarity, but I guess after all of those months of sailing, maybe Columbus saw something different.

Why Travel to the British Virgin Islands?

• White sand beaches, crystal blue water, relaxed vibe. ~ What more do you need?
• Endless water sports. ~ Scuba diving, snorkeling, stand-up paddleboarding, kayaking, or just floating around on a noodle sipping Champagne.
• To Sail. ~ With the consistent trade winds and the warm year-round weather, the BVIs are a sailor’s dream.
• Peace and quiet. ~ Find tranquility on one of many secluded and spectacular beaches.
• To drink a Painkiller. ~ The drink of the island, discovering the perfect Painkiller is a must.
• The Roti Wrap. ~ My favorite local dish, a curried stew with meat and potatoes, folded up in a wrap.
• The fresh seafood. ~ AND tropical fruits.

Before planning your BVI sailing itinerary, you should know how to get there.

There are no direct flights into the main airport in Tortola on Beef Island (EIS) from the United States, Europe, Canada, or South America. You must fly to San Juan, Puerto Rico, St. Thomas, Antigua, or St. Maarten. Then, board another flight to Trellis Bay in Tortola on Beef Island.

Another cheaper option than flying directly into Tortola (EIS) is to fly to St. Thomas and then take the 50-minute fast ferry to Road Town in Tortola. A one-way trip will cost $40, and a round trip will cost $60 (for adults).

Ten Best Things to Add to Your BVI Sailing Itinerary.

1)  The Baths.

The Baths are located at the southwest end of Virgin Gorda. If you are arriving at the Baths on a sailboat, you can attach to a mooring ball and bring your dinghy closer (there are specific mooring balls for dinghies). Then swim in. This is when your dry bag will be handy, as you will want your good camera and some cash.

Touring the Baths is the most popular activity in the British Virgin Islands. The area can be crowded, especially on a cruise ship day. Check the cruise ship schedule when planning your itinerary.

Exploring The Baths in the British Virgin Islands with your family is like stepping into a natural wonderland that promises adventure at every turn. Imagine the delight on your kids’ faces as they scramble over enormous granite boulders and discover the hidden caves that await them. The crystal-clear waters invite families to snorkel and unveil a colorful undersea world teeming with vibrant marine life—an absolute treat for curious young explorers.

Don’t miss the chance to capture those iconic family moments in the famous “Cathedral Room,” where stunning photo opportunities abound. And when you’re ready to unwind, the secluded beaches offer the perfect backdrop for sandcastle building, family swims, or simply soaking in the serene beauty of your surroundings. To make the most of your visit, equip yourselves with sturdy water shoes, snorkeling gear, and plenty of snacks and hydration to fuel your adventure. With some preparation, your family’s exploration of The Baths will be an unforgettable chapter in your travel story.

Hike to the top of the hill and grab a bite at Top Of The Baths.  The view is astounding, and your taste buds will go crazy with the Roti, a curry stew that contains potatoes and meat folded into a wrap. I tried it several times during our trip, and I think this one was the best.

2)  Coco Maya Restaurant, Bar, Lounge and Beach.

Dining at Coco Maya in the BVIs is like discovering a hidden gem that perfectly balances the needs of family travelers and the desires of passionate foodies. Nestled along the serene beachfront, this vibrant restaurant combines Caribbean and Latin American flavors to create a delightful culinary fusion that speaks to the adventurous palate.

Families will feel at home with a dedicated children’s menu and a play area, ensuring that even the littlest diners are entertained while parents unwind and indulge. The picturesque setting, with direct beach access, offers the perfect backdrop for creating cherished family memories. Food lovers will appreciate the commitment to freshness, with dishes crafted from locally sourced ingredients that showcase the region’s authentic tastes.

As the sun sets, Coco Maya transforms into an enchanting venue. Themed nights include beach bonfires and live music, offering an unforgettable dining experience that everyone in the family can enjoy.

Secure a mooring ball at St. Thomas Bay and take a dinghy into Yacht Harbour in Spanish Town.  From there, walk or hail a 5-minute taxi ride to Coco Maya.

3)  Monkey Point ~ Snorkel and SUP.

Monkey Point is located at the southern tip of Guana Island. The area is protected, so it is a great spot for lunch. Grab a mooring ball and spend the day snorkeling, stand-up paddleboarding, or kayaking.

There is a massive coral reef to snorkel (or dive) right off the boat. Calm, crystal clear water full of fish and other sea life.

There is a little piece of island that is accessible only by swim, boat, or SUP; it is fun to explore as well. We had it all to ourselves.

4)  Pusser’s Marina Cay ~ Unfortunately, it closed as of this post.

Pusser’s at Marina Cay has since closed after more than 25 years due to the overwhelming financial burden caused by Hurricane Irma. However, it still has restaurants at Myett’s at Cane Garden Bay, Pusser’s Painkiller Bar in Road Town, and a Pusser’s Store in Leverick Bay on Virgin Gorda.

Even though it is closed, I still want to share our experience at Pusser’s at Marina Cay. Let me start by saying that Hurricane Irma wrecked Pusser’s Marina Cay.  Recovering and serving food and drinks so soon after this storm is phenomenal.   The restaurant had only been open for three weeks when we visited.

We tied up to the rebuilt dinghy dock early in the evening and immediately secured a table for dinner. By the time we finished dinner, there was a line practically down the dock waiting to be seated.

Many recognize the Marina Cay Dock by the large red phone booth at the end. Although it is now underwater, it can still be seen from the dock.

It was a humbling yet enlightening experience. The bathrooms were a disaster, and the island was a mess. But the food was so good—those Bushwackers tasted fantastic. The servers worked so hard to create a memorable culinary experience for us all.

5)  Try the Brews at Cooper Island Beach Club.

Exploring Cooper Island in the British Virgin Islands is an adventure filled with sustainable indulgence and natural wonder. The eco-friendly Cooper Island Beach Club brews all its beer on-site, offering six tantalizing craft beers on tap. Whether a beer enthusiast or a casual sipper, you’ll find something to tickle your taste buds. Plus, with every glass of Turtle IPA, a dollar goes towards Sea Turtle Conservation—it’s guilt-free sipping at its best!

The island’s boutique is full of quality souvenirs, perfect for taking a piece of paradise home. Enjoy freshly brewed coffee or explore the rum bar to taste local spirits. Dining at the island’s restaurant is another must-do, rounding out the diverse culinary experiences.

Snorkeling here is nothing short of magical. The eelgrass-covered ocean floor teems with turtles, fish, and even barracuda, which might accompany you back to your boat, adding a cheeky thrill to your swim. While hiking, we spotted a resilient goat, a testament to nature’s comeback after a storm.

For divers, the Wreck of the RMS Rhone offers an unforgettable experience. It is easily accessible through a rendezvous dive booked at the island’s shop. While mooring can be rolly for overnight stays, a day trip to Cooper Island promises an unforgettable escape into nature’s beauty and sustainability..

6)  Explore the Caves at Norman Island.

Norman Island is a slice of paradise that captures the spirit of adventure in the British Virgin Islands. Cherished as the muse for Robert Louis Stevenson’s Treasure Island, it’s not just a stopover—it’s an unmissable experience on any BVI sailing itinerary. This protected haven offers a serene escape where you can immerse yourself in nature and relaxation.

Spend your days stand-up paddleboarding, kayaking, or simply floating with a glass of champagne. The island’s true magic, however, lies beneath the waves. With its clear, calm waters, Norman Island is a snorkeler’s dream. Explore the famous caves, rumored to conceal treasure chests filled with silver, and keep an eye out for vibrant marine life like tarpon, octopuses, and orange cup coral.

After a day of exploration, head to Pirates Bight. This iconic restaurant has been lovingly rebuilt post-storm and now serves mouthwatering dishes like roti, jambalaya, and lobster rolls. Paired with an ice-cold island beer, it’s the perfect way to end an adventurous day.

Norman Island will forever hold a special place in my heart, and I’m confident it’ll capture yours, too. It’s a must-visit for any sailing enthusiast or island explorer looking to add a touch of wonder to their BVI trip.

7)  Great Harbour in Jost Van Dyke.

Arriving at Great Harbour in Jost Van Dyke late one morning, we were greeted by a breathtaking view that heightened our anticipation. Securing the last mooring ball taught us an invaluable lesson—arrive early.

This harbor holds a special place in my heart, having witnessed its devastation and resilience post-Hurricane Irma. The remnants of destruction were vivid: roofs torn away, FEMA tents providing shelter, a church reduced to its walls, and a shredded Bible left behind. Yet, amidst this, the community’s spirit shone brightly. Locals lovingly cared for the healthy horses, embodying hope and restoration.

Walking from the beach into Corsairs Restaurant for dinner was like stepping into a sanctuary. Recently reopened, the rugged yet beautiful setting offered an unforgettable dining experience. Tiki torches flickered as the nostalgic tunes of Willie and Waylon serenaded us. The dinner, desserts, and drinks left us thoroughly impressed, complemented by a sunset that was nothing short of phenomenal. Corsairs is a must-visit, followed by a cozy nightcap at Foxy’s. Christine’s Bakery beckoned with fresh apple turnovers and cinnamon buns the following morning. Arriving early ensured we indulged in their tasty offerings, setting the tone for another island exploration and discovery day.

8)  White Bay in Jost Van Dyke.

The best word I can come up with is DREAMY.  In White Bay, you will find the pristine white sand beach and crystal blue water that is quintessential British Virgin Island. Add White Bay to your BVI sailing itinerary.

The strip has several fantastic restaurants that are still going strong. They have rebuilt and are better than ever. The area is bustling with boats full of families.

The Soggy Dollar Bar is appropriately named for the sailors swimming to shore and spending wet bills. It is also known for inventing the famous rum cocktail, The Painkiller.  You have to try one; it is a right of passage.  Take a selfie and post with #painkiller, just like the rest of us.  I like them, but I prefer a glass of champagne or ice-cold island beer.

The food at the Soggy Dollar Bar is the best. I loved the mahi, and of course, the kids loved the burgers.

Seriously, no shoes are required, and the view is unbeatable.

Hendo’s Hideout is another restaurant on the strip that has rebuilt and is thriving.  Hard-working, resilient citizens want to make your night a memorable one.  We ate here several times.  Try the sushi and the ice-cold beers.  And make a reservation.

9)  Board the Willy T.

Nestled amidst the breathtaking landscapes of the British Virgin Islands, the Willy T stands as a testament to resilience and adventure. Originally known as the Original William Thornton, this iconic floating restaurant and bar first anchored off Norman Island in the 1980s, quickly becoming a beloved spot for locals and tourists seeking lively gatherings and unforgettable parties on the water. However, the devastation of Hurricane Irma in 2017 left the original Willy T beached and uninhabitable, marking a poignant chapter in its storied history.

Yet, the spirit of Willy T was far from extinguished. With a new boat purchased, the establishment faced another hurdle as Norman Island declined to host it amidst plans for new developments. Thankfully, Great Harbour on Peter Island extended a warm welcome, allowing the Willy T to continue its legacy. In June 2019, plans were announced for its return to the original location at the Bight on Norman Island, rekindling the anticipation of its next chapter.

The Willy T owner purchased a new boat for replacement. Norman Island did not accept the new boat. Rumor has it that Norman Island has some plans for new development, and the Willy T, with its raucous, adult-only vibe, did not fit the business model. However, Peter Island granted permission for Willy T to move into Great Harbour, where he resides today.

10)  Sandy Cay

Sandy Cay is a National Park and wildlife sanctuary.  Spend a few relaxing hours on this tiny uninhabited island found between Jost Van Dyke and Tortola.   Pristine white sand beaches surrounded by crystal blue water, perfect for snorkeling.  Bring some protective shoes for a hike around and through this tropical paradise.  And bring your camera for some stunning images.

11)  Three Places that I am sad that I missed but will be on our next BVI sailing itinerary.

• Oil Nut Bay is An exclusive resort on the eastern tip of Virgin Gorda.  All we have heard about is how luxurious this place is…next time!
• Necker Island – A private island owned by billionaire Richard Branson.  You can book a tour, Gumption’s Wildlife Nature Tour, way ahead of time to explore this island thoroughly.  A friendly lemur family inhabits this beautiful island and giant Galapagos tortoises, flamingos and parrots…next time!
• Anegada – The northernmost part of the British Virgin Islands, known for delectable lobster, secluded beaches, and flamingos and iguanas. The Anegada Express Ferry launched in February 2018.  Running seven days a week, with morning and afternoon options from Trellis Bay in Beef Island. 

12)  Add This Things To Your “Bucket List” While In the BVI’s.

21 Things to Do with Kids on a BVI Sailing Adventure

1) Snorkel and Hike at The Baths, Virgin Gorda – Discover an underwater playground filled with colorful coral reefs and vibrant marine life. It’s an unforgettable experience for curious little explorers. The Baths is an iconic experience in the British Virgin Islands.

2) Explore the Pirate Caves at Norman Island – Step into a world of swashbuckling tales and hidden treasures. These mysterious caves are perfect for sparking your kids’ imaginations. Dive into crystal-clear waters to explore underwater caves and vibrant marine life, perfect for beginner snorkelers and families.

3) Swim and Sunbath at White Bay, Jost Van Dyke – With its crystal-clear waters and soft sandy shores, White Bay is the ideal spot for family downtime. Remember your sun hats and sunscreen.

4) Visit the Willy-T Floating Bar for a Family Lunch – This quirky floating restaurant offers delicious meals and a unique dining experience. Enjoy some local flavors while surrounded by the gentle sway of the sea. Remember, the Willy T isn’t entirely family-friendly as the sun goes down, so take the kiddos during the day. And make sure they get to jump off the top of the Willy T into the crystal clear waters of the bay.

5) Learn to Sail a Hobie Cat at The Bitter End – Embark on a family learning adventure as you pick up some sailing skills together. Who knows, your kids might just become the next junior yacht captains.

6) Participate in a Treasure Hunt on a Deserted Beach – Plan a thrilling treasure hunt and watch your little adventurers scour the beach for hidden gems and pirate booty.

7) Shell Collecting at Anegada – Explore the shorelines to find unique shells and treasures washed up by the ocean, a fun and educational activity for kids of all ages. Every find is a little piece of the island to keep.

8) Dolphin Watching Near Anegada – Spotting these playful creatures in their natural habitat is magical. Keep your eyes peeled for dolphins dancing alongside your boat.

9) Build Sandcastles on the Pristine Beaches of Sandy Spit – This tiny island gem is perfect for a day of creative sandcastle building and imaginary play.

10) Observe Wildlife and Exotic Birds on Guana Island – Introduce your kids to the wonders of nature by exploring the lush landscapes of Guana Island, teeming with diverse wildlife and exotic birds.

11) Enjoy a Family Beach Barbecue at a Secluded Anchorage – Cap off your day with a cozy beach barbecue. Gather around the grill for laughter, stories, and delicious food under the starry Caribbean sky.

12) Spa Day at Little Dix Bay – Indulge in a spa day while the kids enjoy supervised activities, ensuring relaxation for all. It’s the perfect opportunity for rejuvenation.

13) Learn a New Skill at Sail Caribbean on Cooper Island – Teenagers can learn to scuba dive or sail at Sail Caribbean on Cooper Island.

14) Swim with the Turtles on Cooper Island – The sea floor is covered in eelgrass, and the turtles love it.

15) Stand-Up Paddleboarding – They can learn how to stand-up paddleboarding anywhere on the islands.

16) Sunrise Yoga on the Sandy Beaches – This may be more for moms finding peace, but sometimes inviting the kids is a nice gesture.

17) Get Artsy on Trellis Bay – Lots of artsy shops in Trellis Bay to browse.

18) Full Moon Festival Trellis Bay – Plan your vacation around the moon and visit the Trellis Bay Full Moon Festival. Fire dancers, Moko Jumbie performers, and a live band will entertain all night.

19) Feeding the Tarpon at Saba Rock Resort – This activity may be more fun for the adults.

20) The Pirate Show on Leverick Bay – Every Monday, Tuesday, and Wednesday on Leverick Bay, enjoy an interactive pirate show. Make sure your kiddos dress up and learn how to talk like pirates. You can also learn how to make music with a conch.

21) Beach Day at Cooper Island (or any island for that matter) – In the BVIs, every day can be a beach day. Set up camp and chill. Or build sand castles and go for a swim.

What to pack for your BVI sailing itinerary.

Here is what you need and what you don’t.

The packing list is geared toward the ladies, as men pack very differently. My husband is good with two shirts, two pairs of shorts, maybe a guayabera, one rash guard, a couple of undies, flip-flops and boat shoes, and maybe a cap. The rest is up to me!

***First things first…do not forget your travel documents, including your passport and sailing documents!***

Luggage.

• Soft Duffel Bag. ~ Even on a large sailboat or catamaran, storage space is limited and not conducive to hardback suitcases. Therefore, pack a soft duffel bag. After you unload everything and tuck it away in drawers, you can roll up the bag and store it easily out of the way.
• Dry Bag. ~ You also need a dry bag to carry your camera equipment, phone, and wallet through the water to the shore. Most of the time, there will be a dinghy dock. However, even travel by dinghy can get your stuff wet, so protect it with a dry bag.  Occasionally, you will not have the luxury of a dinghy dock and must get to shore by swim!
• Ziplock Bags of Various Sizes. ~ One more thing about bags: Bring several sizes of ziplock/plastic bags. Ziplock bags can be used to carry cash, keep your wallet dry, or store a wet swimsuit in your duffel at the end of the trip. They are also useful in the kitchen. Plus, if you buy a bottle of Rum (you might), you can use a large ziplock bag to transport it back home safely.

Toiletries.

Your day will consist of swimming and water sports, hiking, and seeing amazing views. You will also casually hang out with friends and family on deck, eating, drinking, and floating around in the water. While in the islands, you will sweat and be covered in sunscreen and bug spray for a good amount of time.

Your hair will be in various stages of wet, salty, dry, salty, in a cap, ponytail. Did I mention salty?  What I am getting at is, many things that you may use on a typical day at home, you will not need on the sailboat.

• DO NOT bring a blow dryer or a hair straightener. ~ These items will take up space and you will not use them.
• Pack a good quality shampoo and conditioner and your favorite leave-in detangler/conditioner.
• Salt Spray. ~ Use Bumble and Bumble Surf Spray after towel drying your hair, then let the salty air be your blow dryer.  The Surf Spray is oil and salt-infused, does not dry out my hair, and gives it that beachy look. 
• Advice for makeup users. ~ It is hot out there; you will sweat.  Foundation, blush, and powder will be washed off because you will be in and out of the water all week long. Bring a waterproof mascara, if you must. I always bring lip balm with SPF and some tint and that’s about it for makeup.

Other things that you will need:

• Sunscreen with SPF 50.  DO NOT bring the spray sunscreen because this will create a slippery deck and can damage the surface.  Make sure you use a sunscreen with protection against both UVB and UVA.  UVA penetrates the skin deeper and causes skin aging (AKA wrinkles). UVA also contributes to the development of skin cancer.  Use Sunscreen Lotion, biodegradable if possible, to protect the reefs.  There are multiple reef safe products on Amazon.com.  I’m in love with Sun Bum Products.
• Bug Spray, I prefer DEET free, again to do my part in protecting the reefs.  My husband hates bugs, so he likes extra DEET (only half kidding).  My kids prefer wipes.
• Tide Travel Packets (in case you want to wash something).
• After-sun lotion with aloe
• Deodorant
• Toothbrush, Toothpaste
• Hairbrush/Hair ties
• Razor

What to pack to wear.

The first time we sailed for 10 days, I brought back half of my clothes unused.  The second time, we sailed for a week, I did a little better, although, I still brought back about a quarter of my clothes unused.  The third time, even better. You will basically be in a swimsuit and cover-up all day, mostly every day. Many days, I used two swimsuits. We would swim in the morning. Freshen up before lunch, then put on a dry swimsuit. Hang the wet one out to dry.

• 4 Swimsuit cover-ups
• 2-3 Rashguards
• 4 Sport shorts/4 sport shirts (to be used for hiking and as a cover-up)
•  1-2 Maxi dresses for evening dinner
• 3 Cute shorts/3 tops to match (for lunch or dinner on the islands or exploring markets and/or boutiques)
• Maybe pack a romper (or two) if you are into rompers!
• Lightweight impermeable jacket as sometimes it rains
• 4 PJ’s/socks to sleep in if you wish
• Underwear and bras for the week
• Flip flops or Crocs (for the teens)
• One pair of strappy sandals
• Boat shoes or quick-drying tennis shoes
• Water shoes (although quick-drying tennis shoes will work for this purpose as well)
• Don’t bring heels or wedges.  Wear your flops or strappy sandals or go barefoot in the sand!
• Costume jewelry (nothing too flashy or expensive)
• Sunglasses (polarized) with neck strap
• Cute straw hat/cap
• Bring heavy-duty clothespins for hanging swimsuits and towels to dry.  Remember to not leave your clothes hanging too long, no one wants to see that!  AND it doesn’t look good in pictures!
• I waited until the last line to discuss the total number of swimsuits.  Pack swimsuits last because they can be rolled and tucked all over the place in a duffel bag.  I bring 6-8 suits.  It is difficult for me to decide which ones to bring because I love them all.  You will need sporty suits for paddle boarding, snorkeling, and kayaking; swimsuits for just hanging out on the island or in the sun.  And you will need some insta-worthy suits.  So, I bring lots!

Pack your pharmacy.

When traveling with the family, there is always some sort of ailment.  Save time and stress by packing medications and ointments for every situation you can think of, especially with kids.  For a Free Printable DIY First Aid Kit, check out THIS POST.  Here are the basic items that I include.

• Motrin/Tylenol (pain relief/headaches)
• Imodium (diarrhea)
• Pepcid or Prilosec (heartburn)
• Pepto Bismol (GI upset)
• Sea bands, Dramamine, or Scopolamine patch (seasickness)
• Zofran (this is a prescription medication for nausea/seasickness)
• Allegra (allergies)
• Benadryl and EpiPen for our food allergic daughter
• Benadryl ointment (rashes and bug bites)
• Cortisone ointment (rashes and bug bites)
• Basic first aid kit (Bandaids, gauze, tape, disinfectant wipes)  You can also purchase a basic first aid kit from Amazon.com.

Seasickness.

My entire family experiences motion sickness, it is clearly genetic. Don’t let your fear of motion sickness keep you from experiencing the vacation of a lifetime. I devoted an entire post on how to prevent seasickness and how to treat it. This post is full of my best tips! Don’t be this guy.

Tech and Toys.

We travel with children so we need lots of stuff for safe exercise and entertainment.  The boats often come equipped with watersports items, but I still make sure that all of the following are included:

• Kayak ~ It’s challenging to get your workout on when sailing, no weights, no track for running, and it’s kinda difficult to jump rope on a boat. Kayaking and standup paddleboarding are both calorie-burning activities and lots of fun.
• Two stand up paddleboards
• Noodles for floating with a glass of champagne (the kids also use the noodles for snorkeling)
• Goggles ~ Use when you are out for a swim for exercise.
• Snorkel gear including fins. 
• Waterproof camera with floaty (some need two floaties)
• Lifeproof cover for iPhone
• Bring your Canon EOS and protect it with your dry bag.  The pictures are so worth the effort.
• Ipad (yes I allow some screen time for the kids)
• Each of us brings a book.  The kids have some summer reading for school.  Maybe I can talk them into it during our vacation.  Doubtful.
• Deck of cards/”Uno” for the kids
• Maybe a board game.
• A couple of good DVD’s
• Lots of chargers
• Binoculars
• Flashlight (this will be helpful at night when traveling by dinghy)
• Bluetooth speaker with an island playlist
• Soft-sided cooler for the beach.
• Personal water bottles labeled for each member of the family
• Beach football
• Bring a flag to help identify your boat as they all tend to look alike!
• Bring an extra flag to hang up at the Soggy Dollar Bar in White Bay.

Now for what you can leave at home.

One of the biggest mistakes that first-time sailors make, including me, is packing too much.

Remember, you don’t need a lot of clothes.  On a typical day, you will be in and out of the water, on the boat deck, on the beach, hiking, on a stand-up paddleboard, kayaking, snorkeling.  And you may find yourself in a beach bar, drinking umbrella drinks and/or champagne.

Don’t pack too much and don’t bring these items:

• Hardback suitcase
• Heels
• Wedges
• Blow dryer
• Hair straightener
• Spray sunscreen
• Flashy, expensive jewelry
• Lots of makeup

One Week BVI Sailing Itinerary.

Day 1. ~ Get settled in and get to know your boat.

Unpack and put away provisions.  Take a spin.  Make sure your water tanks are full, and all of your windows are closed and latched.  AND, make sure that the valves for the heads are OPEN.  Just a few tips from experience!

Apply sunscreen and let’s go.

We set out from Road Town, Tortola in the afternoon on Day 1.

Our first stop was Spanish Town for dinner at Coco Maya.  This is one of the best restaurants I have ever been to.  Dress up or go casual.  And make a reservation.

We initially planned on spending the night in Yacht Harbour, but our plans changed once we arrived.  Yacht Harbour was a ghost town, heavily damaged by Hurricane Irma.  Boat cleats were missing or cracked in half, damaged beached boats everywhere.  It did not seem safe at that time.  I hope they have rebuilt because this was once a beautiful, bustling harbor.

If Yacht Harbour is still not right when you arrive, or it is full (hopefully), grab a mooring ball at St. Thomas Bay which is right outside of Yacht Harbour.  A very protected spot to spend the night and not crowded.  Take your dinghy over to Yacht Harbour and a taxi to Coco Maya. Don’t forget your camera and try to time it so that you can catch the sunset.

Day 2. ~ Leave early for The Baths. 

You can get a mooring ball and then dinghy over closer to the beach at Devil’s Bay.  There you will find specific mooring balls for your dinghy.  Don’t forget your dry bag as you will need to swim up to the beach from the dinghy and you are going to want to bring your camera and some cash.

Hike through the labyrinth of boulders at The Baths.  It is stunning.

Take lots of pictures (perfect for holiday cards).  Hike to the top of the Baths where there is a restaurant cleverly called “Top of the Baths.”  Stop in for lunch and a drink.  There is a pool to cool off and the views are spectacular.  The Roti was fantastic!

Make a slip reservation at Leverick Bay with Nick at nick@surfbvi.com; the perfect stop for the night.  The staff was super helpful at the dock.  The bay is colorful, clean and rebuilt complete with a gift shop, restaurant, health club, and laundry.  And take a picture with the Red Phone Booth at the end of the dock.

Day 3. ~ Scrub Island Resort.

Scrub Island Resort was not open for overnight stays in the resort at the time of our visit.  However, we were able to reserve a boat slip and spend the night.  Again, super helpful at the dock when we brought our boat in.

Take a dinghy ride over to Marina Cay for dinner at Pusser’s Restaurant.  When we visited, the restaurant had only been open for 3 weeks.  Marina Cay was wrecked by the storm, but fiercely working to rebuild.  Dinner was great, lobster so tasty.  Arrive early as it gets really busy.

***Unfortunately, Pusser’s Restaurant at Marina Cay was unable to withstand the financial burden placed upon them after Hurricane Irma. After serving the BVIs for over 25 years, Pusser’s has been forced to close. ***

Day 4. ~ Cooper Island.

Spend the day in Manchioneel Bay at Cooper Island.  There is eelgrass on the floor of the ocean in this area, so tons of turtles.  Also barracuda and lots of colorful fish.  If you scuba, plan a rendezvous dive from Cooper Island to The RMS Rhone, one of the most famous wreck dives in the world.

Cooper Island has a restaurant, coffee shop, rum bar and they even make their own beer.  Cooper Island is the perfect day stay.  The bay can be quite rolly and not the best all nightspot for those of us who teeter on seasickness. So, head over to my favorite, Norman Island, to spend the night.

Day 5. ~ Norman Island.

Norman Island is always my favorite overnight spot.  It is protected and there is not a bad spot in this bay.

Pirate’s Bight Restaurant was destroyed by Hurricane Irma, but has been rebuilt and is better than ever.  There are new palm trees lining the beach.  It is beautiful.

During the day, you can snorkel, standup paddleboard, kayak or just float around with a glass of champagne.  The sunsets are fabulous.

The Original Willy T sits on the shore and is uninhabitable.  A new Willy T was constructed and was in Great Harbour on Peter Island during our last visit. However, in June of 2019, the BVI Government announced that the Willy T would be returning to its original location anchored off of the Bight at Norman Island.

Day 6/Day 7 ~ Jost Van Dyke.

You may need two days at Jost Van Dyke.  There are two bays there, side by side, but quite different.  Both will be full so arrive early.

Great Harbour has several restaurants open for business.  We had dinner at Corsairs and loved it.  They set us up on the beach surrounded by tiki torches.  We ate amazing food.  Those conch fritters, though. Watched the sunset.

Corsairs was destroyed by Irma.  They are tirelessly rebuilding.  Their efforts to make our night unforgettable were humbling.

Christine’s Bakery opens 8 ish.  If you want fresh baked goods for breakfast, arrive early.  There was a line out the door by 8 AM.

White Bay is the prettiest BVI bay, in my opinion.

Again, arrive early to grab that mooring ball.  Soggy Dollar Bar and Hendo’s hideout have been rebuilt and are better than ever.  Ivan’s Stress-Free Bar was not open, as far as I could tell.

Snorkel and paddleboard and float around in the bay.  There is no dinghy dock, but you can beach your dinghy.

The following sites are perfect to explore for a few hours.

• Pond Bay. ~ A secluded, calm spot for snorkeling and stand up paddleboarding.  The beach is perfect for a long walk.
• Monkey Point. ~ Huge reef to snorkel or dive, full of fish.  There is a little beach that you can get to with your kayak or SUP. The beach is secluded, we had it to ourselves for the day.
• Sandy Cay. ~ Perfect little uninhabited island to explore and maybe have a picnic.
• Three places that I have yet to explore include Anegada, Oil Nut Bay and Necker Island.  Try to fit these in somehow, I will be sure to next time.

Create a “soft” itinerary, have an open mind for changes, and have fun.

A few more of my favorite pictures and it’s a wrap!

The boulder formations at The Baths were fantastic.

New Bananas.

Brand New Palm Trees at Norman Island.

Recovering papayas.

Nature’s Recovery.