Leonards Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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!
Top Leonards Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Aerial, BVI
CA $4,975
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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
Cane Garden Bay Beach Hotel
CA $2,817
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tortola (EIS)
9.8/10 Exceptional! (296 reviews)
We really enjoyed out stay, the rooms were really nice, large rooms with mini kitchen. Staff was so helpful with dinner reservations and helping to get transportation and answering all out questions. We will definitely be back to enjoy the area!
Reviewed on Oct 13, 2026
Ready to book your vacation to Leonards?
Leonards Hotel Deals
Paradiso Ocean View. A perfect getaway.
10 mins drive to Smugglers Cove Beach..
St Bernard's Road Belmont State Tortola
9.6/10 Exceptional! (15 reviews)
"The property was exceptionally clean and Rehanna was great to work with. We can’t wait to stay again at this property."
Reviewed on Aug 2, 2026
Village Cay Hotel and Marina
Nibbs St Road Town Tortola
Fully refundableReserve now, pay when you stay
CA $230
CA $272 total
Oct 22 - Oct 23
includes taxes & fees
Cane Garden Bay Beach Hotel
Rte 1 Cane Garden Bay Tortola
CA $505
CA $632 total
Nov 13 - Nov 14
includes taxes & fees
9.8/10 Exceptional! (300 reviews)
"We really enjoyed out stay, the rooms were really nice, large rooms with mini kitchen. Staff was so helpful with dinner reservations and helping to get transportation and answering all out questions. We will definitely be back to enjoy the area!"
Reviewed on Oct 13, 2026
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.
What to do in Leonards
St. Thomas Jost Van Dyke & Soggy Dollar Snorkel Sail w/ Breakfast - Ritz-Carlton
CA $306
per adult
Norman Island - The Indians & The Caves Sailing & Snorkel Tour
CA $319
per adult
Half or Full-Day Private Boat Charter from St. John or St. Thomas
CA $1,252
per traveller
Frequently asked questions
How much does a Leonards vacation package cost?
You'll find cheap prices from CA $1,949 on Expedia for your Leonards getaway. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Leonards costs.
What are the cheapest months to go to Leonards?
You're likely to find reduced prices and better availability in August, September and October. Browse our cheap Leonards vacation packages and you could land some great off-season deals.
How many days is enough for Leonards?
Leonards vacations come in many shapes and sizes, but to really get a feel for this place, we reckon 2 days is a good ballpark. In this timeframe, you can visit major attractions like Trunk Bay Beach and Sea Cow Bay along with underrated spots. Don't skip neighbourhoods such as Wickhams Cay 1 and Waterfront either. If you plan wisely, you may even be able to take a day trip or two from Leonards too.
How to find the best Leonards package deals?
Use Expedia's filters to help you find some tempting Leonards 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 browse for Leonards package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Leonards vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Leonards vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Leonards?
Enjoy incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Leonards vacation.
How to plan a trip to Leonards?
- Choose when to travel: Check your diary and get your bags packed. Your favourite time of year and the type of activities on offer will also help you decide when to visit Leonards.
- Plan your budget wisely: On top of the price of your stay, you should factor in other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected costs that may come up during your trip to Leonards.
- Set the duration of your trip: Start by compiling a list of the activities and attractions you'd like to get to in Leonards. Then, estimate how long you'll need for each, along with any travel time.
- Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Leonards vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
