Leonards Holidays from NZ$4,627

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The Latest Leonards Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

NZ$4,627
per person
3 Oct - 7 Oct
found 1 day ago
Return flight included
Wellington (WLG) to Tortola (EIS)
9.4/10 Exceptional! (273 reviews)

Leonards Holiday

Our pick of the best Leonards Hotel Deals

Wyndham Tortola BVI Lambert Beach Resort

Wyndham Tortola BVI Lambert Beach Resort

East End East End Tortola
NZ$372
29 Aug - 30 Aug
includes taxes & fees
8.8/10 Excellent! (728 reviews)
"Amazing oceanfront panorama and great beach."

Reviewed on 21 Aug 2026

Wyndham Tortola BVI Lambert Beach Resort
Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

Nanny Cay Road Town NA
NZ$397
28 Sept - 29 Sept
includes taxes & fees
Nanny Cay Resort and Marina
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

Rte 1 Cane Garden Bay Tortola
NZ$572
1 Sept - 2 Sept
includes taxes & fees
Cane Garden Bay Beach Hotel
See all 713 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.

What to do in Leonards

Jost Van Dyke Day Sail Catamaran Tour in the BVI

Jost Van Dyke - Sandy Spit & Soggy Dollar Sailing Tour in the BVI

NZ$394
per adult
Jost Van Dyke - Sandy Spit & Soggy Dollar Sailing Tour in the BVI
St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton

St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton

NZ$275
per adult
100% of travellers recommend
St. Thomas Maho Bay Turtle Snorkel Sail - Ritz-Carlton
USVI Private Boat Charter Adventure

USVI Private Boat Charter Adventure

NZ$2,595
per traveller
USVI Private Boat Charter Adventure
See all activities in Leonards

Frequently asked questions

How much does a Leonards holiday package cost?
Offering excellent value package deals from NZ$4,627 on Expedia, you'll be surprised at how little a holiday 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 holiday package, consider travelling in August, September and October. You'll usually find better prices on accommodation and flights during these quieter months — perfect for a budget-friendly break.
How many days is enough for Leonards?
With a well-organised schedule, you can easily hit the top Leonards sights in a handful of days. But if you'd like to discover hidden gems or go on day tours, think about booking your Leonards holiday for longer.
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 holiday as a package?
An Expedia holiday 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 holiday package to Leonards?
If you have your Leonards holiday 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?
  1. Choose your dates: What you want to do in Leonards and your favourite season can help you decide when to travel.
  2. Figure out your budget: Make sure you have enough money to cover everything from food and transportation to flights and experiences. Your hotel will probably be the biggest expense during your trip to Leonards.
  3. Determine how many days away: Start by compiling a list of the attractions and activities you'd like to get to in Leonards. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customised Leonards holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.