Wesley Will Vacations from $1,401

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Your Wesley Will Vacation

Book a tailored Wesley Will vacation package that has everything you need and nothing you don't. Great for views, dining and shopping, think about basing yourself in the neighborhood of Wickhams Cay 1. Make your trip to Wesley Will even more fun and exciting by going sightseeing. Cane Garden Bay Beach, Anegada Island and Nanny Cay are some of the major attractions worth exploring. Stop daydreaming and start doing. Browse the range of options on Expedia today and put your Wesley Will vacation plans into action!

The Latest Wesley Will vacation packages

Price found within the past 48 hours. Click for updated prices.
The Lighthouse Villas

The Lighthouse Villas

3.5 out of 5
Price was $1,761, price is now $1,401 per person
$1,401
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
9/10 Wonderful! (203 reviews)

Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Price was $2,728, price is now $2,048 per person
$2,048
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
9/10 Wonderful! (200 reviews)
Unfortunately for us it was low season so only one restaurant was available and that only option was outdoors. Other than that it’s a beautiful resort and property with excellent amenities and views.

Reviewed on Oct 31, 2026

The Aerial, BVI

The Aerial, BVI

4 out of 5
Price was $9,337, price is now $7,181 per person
$7,181
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
9/10 Wonderful! (6 reviews)
Stunning. The most relaxing hotel I've ever stayed at. Food was incredible, but pricey, skid the starters (cheaper to order a 2nd entree if you're hungry). Absolutely incredible stay! We stayed in late February and the breeze was incredible. The staff was amazing, the rooms were incredible but only lock from the inside (and they have a safe in each room) I actually loved that I didn't have to worry about a key, and because every room is like that, no one will rob you because everyone's room is that, feels like a great honor system, plus for the price per night, it's not attracting people who steal. The views are incredible, such a peaceful and healing private island. The showers, WOW, the most iconic high end outdoor showers I've ever experienced (we got to try 2 very different rooms). Two gyms, one indoor with an ocean view, one outdoor jungle gym style.

Reviewed on Jun 2, 2026

Saba Rock Resort

Saba Rock Resort

3.5 out of 5
Price was $4,180, price is now $3,331 per person
$3,331
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
9.8/10 Exceptional! (69 reviews)
Wonderful staff and property!

Reviewed on Sep 17, 2026

Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

3 out of 5
Price was $2,672, price is now $2,138 per person
$2,138
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
9.4/10 Exceptional! (286 reviews)
Me encantó donde está ubicado!! Perfecto para regresar!!

Reviewed on Nov 4, 2026

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What to do in Wesley Will

St. Thomas Jost Van Dyke & Soggy Dollar Snorkel Sail w/ Breakfast - Ritz-Carlton

St. Thomas Jost Van Dyke & Soggy Dollar Snorkel Sail w/ Breakfast - Ritz-Carlton

$309
per adult
St. Thomas Jost Van Dyke & Soggy Dollar Snorkel Sail w/ Breakfast - Ritz-Carlton
BVI Private Day Charters

BVI Private Day Charters

$1,236
per traveler
BVI Private Day Charters
Norman Island - The Indians & The Caves Sailing & Snorkel Tour

Norman Island - The Indians & The Caves Sailing & Snorkel Tour

$228
per adult
Norman Island - The Indians & The Caves Sailing & Snorkel Tour
See all activities in Wesley Will

Wesley Will Hotel Deals

5 bedroom villa with pool in stunning clifftop location next to gorgeous beach

5 bedroom villa with pool in stunning clifftop location next to gorgeous beach

Rogues Bay Tortola
10/10 Exceptional! (29 reviews)
"Amazing property!"

Reviewed on Jul 18, 2026

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5 bedroom villa with pool in stunning clifftop location next to gorgeous beach
Stylish, Secluded, Hot Tub and Amazing Views

Stylish, Secluded, Hot Tub and Amazing Views

Cooten Bay Tortola
10/10 Exceptional! (118 reviews)
"Loved our stay here. Place was clean, kitchen was stocked well. The jacuzzi was refreshing after a day around the island. Cooked all but one meal at the house. The breeze was perfect and the air conditioning in the bedroom was amazing! Would definitely recommend the Cooten House to anyone traveling ..."

Reviewed on Sep 13, 2026

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Stylish, Secluded, Hot Tub and Amazing Views
Village Cay Hotel and Marina

Village Cay Hotel and Marina

3.5 out of 5
Nibbs St Road Town Tortola
Fully refundableReserve now, pay when you stay
$190 nightly
The price is $207 total per night from Nov 7 to Nov 8
$207 total
Nov 7 - Nov 8
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
"Our stay was good. Room was clean somewhat. The a/c was very cold. The towels needs to be upgraded, they were dingy. Other than that our stay was great. Our breakfast was on point."

Reviewed on Nov 4, 2026

Village Cay Hotel and Marina
See all 721 properties in Wesley Will
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Wesley Will Vacation Packages

Wesley Will Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Terrance B. Lettsome Intl. Airport (EIS)
Top Sights
Josiahs Bay Beach, Josiahs Bay and Hodges Creek Marina

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Frequently asked questions

How much does a Wesley Will vacation package cost?
You can grab a vacation package to this popular destination from $1,401 on Expedia. But how much your vacation to Wesley Will costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Wesley Will?
If you'd like to score a cheap Wesley Will vacation package, consider planning a trip in June, September and December. You'll generally find lower rates on hotels and flights during these quieter months — ideal for a budget-friendly break.
How many days is enough for Wesley Will?
With a well-organized itinerary, you can easily hit the top Wesley Will attractions in a handful of days. But if you'd like to venture off the beaten track or take day trips, consider booking your Wesley Will vacation for longer.
How to find the best Wesley Will package deals?
Use Expedia's filter tool to find some fabulous Wesley Will package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Wesley Will package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Wesley Will vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays individually. Better still, you can personalize your Wesley Will escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Wesley Will?
If you're planning an impromptu Wesley Will adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find incredible deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Wesley Will vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Wesley Will trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.