The Settlement Vacations from $1,573
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Your The Settlement Vacation
When you choose a The Settlement vacation package, you can really enjoy your adventure to the fullest. Uncover the best parts of this fascinating city knowing that all your travel needs have been looked after before you go. Make sure to do some sightseeing during your trip to The Settlement. Loblolly Bay Beach and Loblolly Bay are some of the major places to check out. That dream The Settlement vacation is just clicks away. Search accommodations, flights and more on Expedia for a trip that's tailored to suit your travel style.
The Latest The Settlement vacation packages
Price found within the past 48 hours. Click for updated prices.
Cane Garden Bay Beach Hotel
$2,087
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Tortola (EIS)
9.8/10 Exceptional! (286 reviews)
The check in process with rejoni if that how you spell her name she is so helpful and was always there to help.
Reviewed on Sep 21, 2026
The Aerial, BVI
$3,677
per person
Nov 13 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
9/10 Wonderful! (6 reviews)
Stunning. The most relaxing hotel I've ever stayed at. Food was incredible, but pricey, skid the starters (cheaper to order a 2nd entree if you're hungry). Absolutely incredible stay! We stayed in late February and the breeze was incredible. The staff was amazing, the rooms were incredible but only lock from the inside (and they have a safe in each room) I actually loved that I didn't have to worry about a key, and because every room is like that, no one will rob you because everyone's room is that, feels like a great honor system, plus for the price per night, it's not attracting people who steal. The views are incredible, such a peaceful and healing private island. The showers, WOW, the most iconic high end outdoor showers I've ever experienced (we got to try 2 very different rooms). Two gyms, one indoor with an ocean view, one outdoor jungle gym style.
Reviewed on Jun 2, 2026
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Loblolly Bay Beach
10.0/10 (2 reviews)
Why not spend a carefree afternoon at Loblolly Bay Beach during your travels in The Settlement? While you're in the area, stroll along the seaside.
Loblolly Bay
Commune with nature and explore the great outdoors at Loblolly Bay during your travels in The Settlement. Wander the beaches and seaside while you're in the area.
The Settlement Hotel Deals
Saba Rock Resort
North Sound Saba Rock
$376 nightly
$410 total
Oct 17 - Oct 18
Total with taxes and fees
9.8/10 Exceptional! (69 reviews)
"Wonderful staff and property!"
Reviewed on Sep 17, 2026
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.
Find the Best The Settlement Vacation Packages
The Settlement Beach Vacation
Get prepared to live out those beachy daydreams on your The Settlement vacation. Go on a leisurely walk, soak up the gorgeous coastal vistas and collect unique seashells during your trip to The Settlement. Just 1 mile (2 km) from the center of town, Loblolly Bay Beach is the place to be for many travelers. Have a look through our The Settlement vacation deals and watch your travel budget stretch further!
Things You Should Know About The Settlement
- If your idea of the perfect vacation includes staying within walking distance of the shoreline, the scent of salty air drifting through your window and crashing waves lulling you to sleep, browse our The Settlement beach hotels.
- Another style of place to stay is villas. Check out Sea Grape Villas and Four Diamonds Park Villas and compare the prices and amenities.
The Settlement Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Terrance B. Lettsome Intl. Airport (EIS) |
Max Temp Winter | 80ºF |
Max Temp Summer | 85ºF |
Top Sights | Loblolly Bay Beach and Loblolly Bay |
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Frequently asked questions
How much does a The Settlement vacation package cost?
Offering excellent value package deals from $1,573 on Expedia, you'll be thrilled with how little a vacation to The Settlement costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to The Settlement?
If you're looking to snag a cheap The Settlement vacation package, consider planning a trip in January, May and September. You'll typically find lower rates on hotels and airfares during these months — ideal for travelers wishing to save money.
How many days is enough for The Settlement?
The ideal length of your The Settlement vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you time to hit all the main attractions and explore some hidden gems along the way.
Is it worth booking a vacation package to The Settlement?
It's no wonder a The Settlement vacation is on the to-do list of many travelers. Top attractions like Loblolly Bay Beach are just the beginning of things to see and do here.
How to find the best The Settlement package deals?
Use Expedia's filters to help you find some terrific The Settlement package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for The Settlement package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a The Settlement vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and hotels separately. Better still, you can tailor your The Settlement trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to The Settlement?
Score incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu The Settlement getaway.
Does Expedia offer Book Now, Pay Later The Settlement vacation packages?
Jet off on your dream getaway to The Settlement with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait for your next paycheck — we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stick to your budget and snag great deals before they disappear.
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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.
