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.
Nanny Cay Resort and Marina
Bitter End Yacht Club
Scrub Island Resort, Spa & Marina
Cane Garden Bay Beach Hotel
Sugar Mill hotel

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

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Leonards Hotel Deals

Paradiso Ocean View. A perfect getaway.
10 mins drive to Smugglers Cove Beach..

Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..

St Bernard's Road Belmont State Tortola
9.6/10 Exceptional! (9 reviews)
Highly Recommend!
This is a BEAUTIFUL property with incredible views and a short drive to many stunning beaches. We had four couples and two young children on the trip. There was plenty of room for all of us and every bedroom is a clean and spacious master suite. This is a wonderful property and Rehanna was excellent ...

Reviewed on Jul 25, 2025

Paradiso Ocean View. A perfect getaway. 10 mins drive to Smugglers Cove Beach..
Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

3 out of 5
Nanny Cay Road Town NA
The price is CA $259 per night from Mar 1 to Mar 2
CA $259
CA $313 total
Mar 1 - Mar 2
includes taxes & fees
9.2/10 Wonderful! (99 reviews)
Front desk staff were not that helpful. Servers at Peg Leg were the best as was our room maid.

Reviewed on Feb 27, 2026

Nanny Cay Resort and Marina
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 $450 per night from Mar 1 to Mar 2
CA $450
CA $540 total
Mar 1 - Mar 2
includes taxes & fees
8.8/10 Excellent! (645 reviews)
Close to airport, good food, great service

Reviewed on Feb 28, 2026

Wyndham Tortola BVI Lambert Beach Resort
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.

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