Deals on vacations and trips to Leonards

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Leonards flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
Price was $1,772, price is now $1,514 per person
$1,514
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this hotel. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the outdoor pool and free perks like continental breakfast and free self parking.
Saba Rock Resort

Saba Rock Resort

3.5 out of 5
Save 100% on your flight
Price was $8,825, price is now $6,882 per person
$6,882
per person
Apr 16 - Apr 23
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
This award-winning resort features a marina and 2 restaurants. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. A garden, luggage storage, and laundry facilities are also on offer.
The Aerial, BVI

The Aerial, BVI

4 out of 5
Price was $3,592, price is now $3,044 per person
$3,044
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
This resort features a private beach, a full-service spa, and a restaurant. Enjoy the outdoor pool and unwind at the bar/lounge and beach bar.
Long Bay Beach Resort

Long Bay Beach Resort

4.5 out of 5
Price was $4,112, price is now $3,502 per person
$3,502
per person
Apr 16 - Apr 23
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
A private beach and a restaurant are featured at this luxury hotel. Enjoy beachfront dining and relax with free beach cabanas and sun loungers. Relax with a drink at one of the 2 beach bars and enjoy free perks like free self parking and WiFi in public areas.
Sugar Mill hotel

Sugar Mill hotel

4 out of 5
Price was $1,920, price is now $1,653 per person
$1,653
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this hotel. Relax with free beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like cooked-to-order breakfast and free self parking.

Top Leonards hotels 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
Get rates
An outdoor pool is featured at this villa, along with laundry facilities and concierge services. Barbecue grills are provided for your convenience.
Pool
Kitchen
Wyndham Tortola BVI Lambert Beach Resort

Wyndham Tortola BVI Lambert Beach Resort

4.5 out of 5
East End East End Tortola
$309 nightly
The price is $339 total per night
$339 total
Mar 23 - Mar 24
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and airport shuttle. Enjoy the 24-hour gym and perks like free self parking.
Pool
Pet friendly
Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

3 out of 5
Nanny Cay Road Town NA
$215 nightly
The price is $235 total per night
$235 total
Apr 5 - Apr 6
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
Maria's By the Sea Hotel

Maria's By the Sea Hotel

3.5 out of 5
Road Town Road Town Tortola
$275 nightly
The price is $300 total per night
$300 total
Mar 18 - Mar 19
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Dry cleaning, concierge services, and wedding services are also on offer.
Pool
Free WiFi
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
Rte 1 Cane Garden Bay Tortola
$367 nightly
The price is $402 total per night
$402 total
Mar 24 - Mar 25
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this hotel. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the outdoor pool and free perks like continental breakfast and free self parking.
Pool
Breakfast included
Sebastian's on the Beach

Sebastian's on the Beach

3 out of 5
Apple Bay West End Tortola
Free Cancellation
Reserve now, pay when you stay
$180 nightly
The price is $196 total per night
$196 total
Mar 26 - Mar 27
Total with taxes and fees
This hotel features a restaurant, a bar/lounge, and a beach bar. WiFi in public areas is free. A coffee shop, a terrace, and a garden are also on offer.
Free WiFi
Restaurant
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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.

Popular places to visit

Trunk Bay Beach, St John, Virgin Islands National Park, Caribbean

Trunk Bay Beach

4.5/5(210 reviews)

If a restful vacation is part of your travel plans, Trunk Bay Beach might be the perfect place to seek out during your trip to Road Town. Stroll along the seaside or seek out the sailing opportunities.

Trunk Bay Beach
Island Roots is a great coffee shop if you're feeling a little home sick. They don't serve Nescafe and do make a good croissant breakfast sandwich. They still cook as fast as island time will allow however.

Main Street

You can find the perfect gifts to bring home at Main Street during your trip to Road Town. Stroll along the seaside or seek out the sailing opportunities.

Main Street

Tortola Cruise Ship Port

4/5(144 reviews)

Explore the waterfront in Road Town with a trip to Tortola Cruise Ship Port. Wander the beautiful beaches and seaside in this romantic area.

Tortola Cruise Ship Port

Frequently asked questions

How much are vacation packages to Leonards?
You can pick up a fantastic hotel and flight bundle from just $1,514. With a Travelocity vacation package, an escape to Leonards has never looked more enticing! Save both time and cash and then get a head start on packing those bags.
Where can I get the best vacation package deals for Leonards?
No matter what you enjoy doing, Travelocity can help you find a great Leonards package deal. The only thing you need to do is pick and choose between our 400 air carriers and 1,000,000 worldwide properties.
Why should I book my Leonards vacation bundle via Travelocity?
Nothing beats the feeling of knowing you've just scored the best deal available — that's our Price Match Guarantee. Add to that our impressively broad range of destinations and 24/7 team of customer service professionals and you've got the blueprint for a hassle-free vacation.
Can I save on my Leonards car rental if I bundle it with hotels and flights?
You most certainly can — and booking one of our Leonards vacation packages is the perfect way to go about this. Bundle any combination of a hotel, car, flight and experience and score serious discounts. The more you bundle, the more you save. There are loads of big-name sights around Leonards to put on your itinerary, including San Juan Gate (95 mi from Leonards). Nothing beats discovering amazing places like this with the freedom of your own set of wheels.

Photos of local treasures

Browse Leonards vacation photos for more inspiration

Sunset on Copper Island. Named from the days when they made barrels that transported the salt from Salt Island back to England. It is now home to the Cooper Island Resort which is an Eco-Friendly resort. Off of Cooper Island is some great diving and snorkeling including a great wreck and some beautiful large corals!