Leonards Vacation Packages

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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.
Paradise Suites Hotel

Paradise Suites Hotel

2 out of 5
Price was CA $1,640, price is now CA $1,543 per person
CA $1,543
per person
Aug 27 - Aug 31
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tortola (EIS)
5.4/10 (33 reviews)
the room was very horrible the sheets was dirty and the bathroom area was dirty the bathroom shower was not working and it flooded and every was old the curtains rods was broken people could’ve see us from the outside and the workers wasn’t friendly they had attitudes and i didn’t feel welcomed

Reviewed on Jun 7, 2026

Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Price was CA $2,907, price is now CA $2,320 per person
CA $2,320
per person
Aug 27 - Aug 31
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tortola (EIS)
9/10 Wonderful! (193 reviews)
Everything went spectacular

Reviewed on Jul 7, 2026

Coconut Tree Villa

Coconut Tree Villa

3.5 out of 5
Price was CA $3,326, price is now CA $2,508 per person
CA $2,508
per person
Oct 4 - Oct 9
found 9 hours ago
Roundtrip flight included
Calgary (YYC) to Tortola (EIS)
8.6/10 Excellent! (40 reviews)
Beautiful scenery

Reviewed on May 18, 2026

The Aerial, BVI

The Aerial, BVI

4 out of 5
Price was CA $6,528, price is now CA $5,130 per person
CA $5,130
per person
Oct 4 - Oct 9
found 9 hours ago
Roundtrip flight included
Calgary (YYC) 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 CA $6,488, price is now CA $5,209 per person
CA $5,209
per person
Oct 4 - Oct 9
found 9 hours ago
Roundtrip flight included
Calgary (YYC) to Tortola (EIS)
9.8/10 Exceptional! (63 reviews)
They don’t bring alcohol to your room. Otherwise spitting image of perfect

Reviewed on Jun 17, 2026

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Leonards Hotel Deals

Wyndham Tortola BVI Lambert Beach Resort

Wyndham Tortola BVI Lambert Beach Resort

4.5 out of 5
East End East End Tortola
Fully refundableReserve now, pay when you stay
The price is CA $259 per night from Jul 21 to Jul 22
CA $259
CA $311 total
Jul 21 - Jul 22
includes taxes & fees
8.8/10 Excellent! (704 reviews)
"I have been to Tortola several times and needed a hotel that was convenient to the airport for an early flight. This hotel checked that box. Staff was lovely at check in, the pool bar and the restaurant. Food was pretty good. I paid extra for a ‘beachfront’ room, which was in fact the closest to ..."

Reviewed on Jul 8, 2026

Wyndham Tortola BVI Lambert Beach Resort
Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

3 out of 5
Nanny Cay Road Town NA
The price is CA $288 per night from Aug 2 to Aug 3
CA $288
CA $347 total
Aug 2 - Aug 3
includes taxes & fees
9.4/10 Exceptional! (240 reviews)
"Great staff and very kid friendly."

Reviewed on Jul 13, 2026

Nanny Cay Resort and Marina
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
Rte 1 Cane Garden Bay Tortola
The price is CA $377 per night from Aug 14 to Aug 15
CA $377
CA $476 total
Aug 14 - Aug 15
includes taxes & fees
9.8/10 Exceptional! (267 reviews)
"First, the pictures do not do the room size justice. The room is the size of an apartment. Also the view from my balcony was spectacular. Not to mention the swinging chair and chaise, bonus! The hotel has its own restaurant, but is also, a short walk along the beach or road to several others. Nicole ..."

Reviewed on Jul 12, 2026

Cane Garden Bay Beach Hotel
See all 693 properties in Leonards
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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What to do in Leonards

US Virgin Islands Island Hop & Food Boat Tour

US Virgin Islands Island Hop & Food Boat Tour

CA $497
per adult
80% of travellers recommend
US Virgin Islands Island Hop & Food Boat Tour
Half or Full-Day Private Boat Charter from St. John or St. Thomas

Half or Full-Day Private Boat Charter from St. John or St. Thomas

CA $1,271
per traveller
Half or Full-Day Private Boat Charter from St. John or St. Thomas
USVI Private Boat Charter Adventure

USVI Private Boat Charter Adventure

CA $2,128
per traveller
USVI Private Boat Charter Adventure
See all activities in Leonards

Frequently asked questions

How much does a Leonards vacation package cost?
You'll find cheap prices from CA $1,543 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.