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.
Coconut Tree Villa

Coconut Tree Villa

3.5 out of 5
Price was $2,515, price is now $1,850 per person
$1,850
per person
Nov 18 - Nov 25
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Tortola (EIS)
This hotel features a terrace, laundry facilities, and free self parking. A garden, concierge services, and barbecue grills are also on offer.
The Aerial, BVI

The Aerial, BVI

4 out of 5
Save 100% on your flight
Price was $6,247, price is now $4,438 per person
$4,438
per person
Nov 18 - Nov 25
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) 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.
Saba Rock Resort

Saba Rock Resort

3.5 out of 5
Save 100% on your flight
Price was $8,271, price is now $5,963 per person
$5,963
per person
Nov 18 - Nov 25
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) 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.
Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Price was $3,171, price is now $2,391 per person
$2,391
per person
Oct 12 - Oct 19
found 6 hours ago
Roundtrip flight included
Seattle (SEA) to Tortola (EIS)
This luxury resort features a private beach, a full-service spa, and a marina. Enjoy beachfront dining and relax with free beach cabanas and sun loungers. Enjoy a meal in one of the 5 restaurants and freebies like WiFi in public areas and a roundtrip airport shuttle.
Long Bay Beach Resort

Long Bay Beach Resort

4.5 out of 5
Price was $3,075, price is now $2,395 per person
$2,395
per person
Nov 18 - Nov 25
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Tortola (EIS)
A private beach and a gym are featured at this smoke-free 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.

Top Leonards hotels deals

Wyndham Tortola BVI Lambert Beach Resort

Wyndham Tortola BVI Lambert Beach Resort

4.5 out of 5
East End East End Tortola
Get rates
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
$221 nightly
The price is $241 total per night
$241 total
Sep 7 - Sep 8
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.
Pool
Spa
Village Cay Hotel and Marina

Village Cay Hotel and Marina

3.5 out of 5
Nibbs St Road Town Tortola
Free Cancellation
Reserve now, pay when you stay
$167 nightly
The price is $183 total per night
$183 total
Oct 7 - Oct 8
Total with taxes and fees
A marina and an outdoor pool are featured at this smoke-free hotel. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. There's a bar/lounge on site, and a terrace and laundry facilities are also provided.
Pool
Parking included
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
Rte 1 Cane Garden Bay Tortola
$307 nightly
The price is $335 total per night
$335 total
Sep 7 - Sep 8
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
Maria's By the Sea Hotel

Maria's By the Sea Hotel

3.5 out of 5
Road Town Road Town Tortola
$221 nightly
The price is $243 total per night
$243 total
Oct 6 - Oct 7
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
The Moorings Yacht Club Hotel

The Moorings Yacht Club Hotel

3 out of 5
Road Town Road Town Tortola
Free Cancellation
Reserve now, pay when you stay
$213 nightly
The price is $232 total per night
$232 total
Sep 7 - Sep 8
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this hotel. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. A coffee shop, a garden, and a grocery/convenience store are also on offer.
Pool
Spa
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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.

Frequently asked questions

How much are vacation packages to Leonards?
You can pick up a fantastic hotel and flight bundle from just $1,850. 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

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A beach with palm trees, boats, and a flag.