Leonards Vacations from $1,339
Book a Hotel + Flight or Car together to unlock savings
Your Leonards Vacation
When a city getaway is calling, answer it with a Leonards vacation package. The neighborhood of Wickhams Cay 1, which is good for views, dining and shopping, makes a fantastic base for your adventures. Like to venture out and explore? Cane Garden Bay Beach, Anegada Island and Nanny Cay are a few of the best places to visit during a trip to Leonards. Expedia is here to help you escape your daily routine. Tailor your vacation to Leonards to suit your travel style, whatever that may be!
The Latest Leonards vacation packages
Price found within the past 48 hours. Click for updated prices.
Scrub Island Resort, Spa & Marina
$1,871
per person
Nov 4 - Nov 9
found 11 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tortola (EIS)
9/10 Wonderful! (200 reviews)
First impression is everything to me and when you look at this resort online that is
Reviewed on Aug 25, 2026
The Aerial, BVI
$3,435
per person
Nov 4 - Nov 9
found 11 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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
What to do in Leonards
St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton
$159
per adult
100% of travellers recommend
Half or Full-Day Private Boat Charter from St. John or St. Thomas
$895
per traveler
Leonards Hotel Deals
Village Cay Hotel and Marina
Nibbs St Road Town Tortola
Fully refundableReserve now, pay when you stay
$160 nightly
$177 total
Oct 27 - Oct 28
Total with taxes and fees
Cane Garden Bay Beach Hotel
Rte 1 Cane Garden Bay Tortola
$321 nightly
$349 total
Sep 27 - Sep 28
Total with taxes and fees
Nanny Cay Resort and Marina
Nanny Cay Road Town NA
$216 nightly
$237 total
Oct 6 - Oct 7
Total with taxes and fees
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 Leonards Vacation Packages
Leonards Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Terrance B. Lettsome Intl. Airport (EIS) |
Top Sights | Trunk Bay Beach, St. George’s Anglican Church and Biras Creek Trail |
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Frequently asked questions
How much does a Leonards vacation package cost?
Offering excellent value package deals from $1,339 on Expedia, you'll be surprised at how little a vacation to Leonards costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Leonards?
If you'd like to score a cheap Leonards vacation package, consider planning a trip in May, June and December. You'll usually find better rates on airfares and hotels during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Leonards?
Generally, a handful of days is enough to see the major attractions during your Leonards vacation. But if you'd like to have more time to unwind or go on day tours, consider extending your itinerary.
How to find the best Leonards package deals?
Begin your search for a Leonards package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Leonards package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Leonards escape underway.
Is it cheaper to book a Leonards vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels separately. Better still, you can tailor your Leonards trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Leonards?
If you have your Leonards vacation dates confirmed, book early to bag some awesome deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Leonards?
- Choose when to get away: Check your calendar and get your bags packed. Your preferred season and the activities available will also help you decide when to escape to Leonards.
- Set your budget: Factor in expenses like flights, transportation and food when working out how much to set aside for your trip to Leonards. Then, choose a hotel that works with your budget, whether that's an economical stay or a more luxurious retreat.
- Discover Leonards using Expedia's trip planning tool: Gain insights into the top attractions and best stays for your trip to Leonards. You can also save your favorite locations, collaborate with friends and family and manage your plans in one place.
- Work out your trip length: Think about how much time you'd like to spend exploring Leonards. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Leonards vacation package.
- Book any excursions or activities: Now to the fun part — organizing everything you want to see and do. Explore some of the top things to do in Leonards in Leonards and reserve your tickets in advance to save time (and maybe some spending money too!).
Does Expedia offer Book Now, Pay Later Leonards vacation packages?
Your Leonards trip should be a relaxing escape from your daily routine, not a reason for money-related stress. So to allow you that extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.