Leeward Settlement Vacation Packages

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Your Leeward Settlement Vacation

Say farewell to planning hassles and hello to a Leeward Settlement vacation package. With your travel details organized before you leave, you can focus on discovering this city, starting with Grace Bay Hills, which is great for families, watersports and coastal beaches. If your trip to Leeward Settlement includes some sightseeing, drop by much-loved attractions like Grace Bay Beach, Turtle Cove and Providenciales Beaches. Whoever you're taking time off with and whatever your bank balance, your dream Leeward Settlement vacation is just clicks away with Expedia.

Top Holiday Package Deals in Leeward Settlement

Price found within the past 48 hours. Click for updated prices.
Zenza Boutique Hotel

Zenza Boutique Hotel

4 out of 5
Turtle Cove
Price was CA $3,275, price is now CA $2,187 per person
CA $2,187
per person
Aug 16 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.4/10 Exceptional! (806 reviews)
Great stay

Reviewed on Jul 3, 2026

Long Bay Beach Club

Long Bay Beach Club

5 out of 5
Long Bay Hills
Price was CA $26,764, price is now CA $15,987 per person
CA $15,987
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
10/10 Exceptional! (3 reviews)
I’ve been to Turks with friends and family several times, but this was the first time I rented a beachfront property with concierge service and it was an amazing experience. The concierge service at Long Bay Beach Club coordinated VIP airport entrance and transportation to the villa and we skiped the long line. We also opted for gourmet chef service, and it was a fantastic experience. The villa was impeccably clean, with high-quality towels, shampoo, and all the amenities we could imagine. Housekeeping was included in the price, which is something welcome compared with my previous stays. Something incredible was the direct access to the private beach. The villa has a nice beachfront sundeck and ocean kayaks. The powdery white beach was incredible, like being in heaven. This is an incredibly safe place for ocean sports. We went kite surfing and also hired some jet skis Our concierge did a great job again arranging both activities for us. We will be returning again!

Reviewed on Nov 14, 2023

Ellipse Resort, Grace Bay

Ellipse Resort, Grace Bay

3 out of 5
Grace Bay
Price was CA $3,964, price is now CA $2,500 per person
CA $2,500
per person
Aug 16 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
10/10 Exceptional! (4 reviews)
The most wholesome and helpful staff, with a very inviting and luxurious atmosphere and facility. Very helpful for finding things on the island and activities as well. I wish I could have stayed longer!

Reviewed on Jun 22, 2026

Dream Villas Provo

Dream Villas Provo

3.5 out of 5
Blue Hills
Price was CA $5,156, price is now CA $3,427 per person
CA $3,427
per person
Sep 7 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
9.2/10 Wonderful! (69 reviews)
Beautiful property right on the sand, steps from the water. Loved how quiet and secluded it felt. It was a perfect few days here with everything we needed and the property manager just a call away. Would return in a heartbeat.

Reviewed on Jun 24, 2026

South Bank

South Bank

5 out of 5
Long Bay Hills
Price was CA $8,607, price is now CA $5,790 per person
CA $5,790
per person
Aug 16 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Providenciales (PLS)
10/10 Exceptional! (17 reviews)
Beautiful villa. Our butler Saman was amazing. It’s a bit away, about 10mins from the main action. We had rental cars and it was perfect. We were able to explore but also come back to our villa to enjoy the pool annd the lagoon beach. We had ages 5 to 75 annd everyone walked away with a great time. Amenities are plentiful. Highly recommend!

Reviewed on Jun 28, 2026

Where to stay in Leeward Settlement

Find the best Leeward Settlement areas and neighborhoods for the activities you enjoy most. Learn more about Leeward Settlement
A beach with clear turquoise water, white sand, and a few footprints. There are houses and palm trees in the background.

Grace Bay

3 out of top 10 points of interest in this area

This picturesque stretch of white sand and warm, turquoise water is home to luxury resorts, restaurants and one of the world’s largest barrier reefs.

Find hotels in Grace Bay

Leeward Settlement Hotel Deals

Blue Haven Resort - All-Inclusive

Blue Haven Resort - All-Inclusive

4.5 out of 5
Leeward Marina Providenciales Providenciales
9/10 Wonderful! (781 reviews)
"Excellent"

Reviewed on Jul 3, 2026

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Blue Haven Resort - All-Inclusive
The Atrium Resort

The Atrium Resort

3.5 out of 5
Governor's Road Providenciales Providenciales
8.2/10 Very good! (214 reviews)
"Clean condo, nice pool. Missing daily maintenance and providing necessities."

Reviewed on Apr 10, 2026

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The Atrium Resort
Beach Enclave

Beach Enclave

5 out of 5
47 Joe Wood Drive Providenciales
7.8/10 Good! (10 reviews)
"Beach Enclave offers a private beachfront experience with only 5-6 rooms, creating a quiet atmosphere less than 10 minutes from Grace Bay. Guests should know there is no traditional front desk. Arrival must be coordinated in advance via email, and communication is handled primarily through WhatsApp ..."

Reviewed on Jun 5, 2026

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Beach Enclave
See all 1,751 properties in Leeward Settlement
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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Frequently asked questions

How much does a Leeward Settlement vacation package cost?
Offering great value package deals from CA $2,187 on Expedia, you'll be thrilled with how little a vacation to Leeward Settlement costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Leeward Settlement?
To pick up cheap Leeward Settlement vacation packages, organize your trip outside of busy periods such as public holidays. You'll typically find better availability and lower prices for hotels and flights.
How many days is enough for Leeward Settlement?
Leeward Settlement vacations can be as short or long as you like, but to get a real feel for this place, we think 5 days is about right. In this timeframe, you can visit top sights like Providenciales Beaches and Leeward Beach along with lesser-known spots. Don't skip neighbourhoods such as Turtle Cove and Grace Bay West either. If you plan wisely, you can even allow for a day trip or two from Leeward Settlement too.
How to find the best Leeward Settlement package deals?
Bagging a cheap Leeward Settlement package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, add some filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Leeward Settlement package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Leeward Settlement vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging hotels and flights separately. Better still, you can personalize your Leeward Settlement getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Leeward Settlement?
If you have your Leeward Settlement travel dates finalized, book as early as you can to grab some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Leeward Settlement?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred time of year and the type of activities on offer will also help you decide when to vacation in Leeward Settlement.
  2. Set a budget: Consider costs such as flights, food and transportation when calculating how much to put aside for your trip to Leeward Settlement. Then, pick a property that matches your budget, whether that's a wallet-friendly stay or a swankier retreat.
  3. Decide your trip length: Consider how long you want to spend discovering Leeward Settlement. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customized Leeward Settlement vacation package.

Stay near popular Leeward Settlement attractions

A beach with clear turquoise water, white sand, and palm trees under a bright blue sky.

Leeward Beach

9.2/10 (962 reviews)
Why not spend a carefree afternoon at Leeward Beach during your travels in Grace Bay? Amble around this relaxing area's seaside, or seek out the snorkeling spots.
See properties

Things to do

Half-Day Snorkeling & Conch Cruise with Beach Picnic

Half-Day Snorkeling Cruise

CA $224
per adult
94% of travellers recommend
Half-Day Snorkeling Cruise
2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales

2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only)

CA $168
per adult
96% of travellers recommend
2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only)
4-Hour Catamaran Sail and Snorkel Tour from Grace Bay

4-Hour Catamaran Sail and Snorkel Tour from Grace Bay

CA $202
per adult
98% of travellers recommend
4-Hour Catamaran Sail and Snorkel Tour from Grace Bay
See all activities in Providenciales
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.