The Settlement Vacations from $850
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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.
Long Bay Beach Resort
Price was $2,164, price is now $1,859 per person
$1,859
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
9.2/10 Wonderful! (212 reviews)
The beachside villa is the way to go!! We loved the dipping pool and porch plus we were just a few steps away from the beach with our own private cabana! The room was amazing, beautifully decorated and comfortable with space where we needed it. We enjoyed coffee each morning looking out at the beautiful ocean.
My only complaint was the restaurants on property were ok and very overpriced. The food selection was average and the prices were too high for the quality of the food. So we ended up eating off of the resort for most meals.
If you are looking for a relaxing beach vacation, LBR is the place.
Reviewed on Jul 19, 2026
The Aerial, BVI
Price was $3,538, price is now $3,108 per person
$3,108
per person
Aug 20 - Aug 24
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
Cane Garden Bay Beach Hotel
Price was $1,576, price is now $1,395 per person
$1,395
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
9.8/10 Exceptional! (267 reviews)
Amazing stay!! My wife and I spent our honeymoon island-hopping and the three days we spent here were our absolute favorite. Cane Garden Bay is a beautiful area and all of the beachfront bars and restaurants are excellent, and this hotel is right in the middle of everything and anything you could possibly want. Steps from the beach, and with their own bar and restaurant on the beach as well. We loved our time here and will absolutely be returning with some family and friends in the near future. Can't recommend it enough!
Reviewed on Jul 18, 2026
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The Settlement Hotel Deals
Saba Rock Resort
North Sound Saba Rock
Fully refundableReserve now, pay when you stay
$423 nightly
The price is $462 total per night from Aug 2 to Aug 3
$462 total
Aug 2 - Aug 3
Total with taxes and fees
9.8/10 Exceptional! (64 reviews)
"They don’t bring alcohol to your room. Otherwise spitting image of perfect"
Reviewed on Jun 17, 2026
Oil Nut Bay
Oil Nut Bay Virgin Gorda
10/10 Exceptional! (5 reviews)
"Beautiful resort"
Reviewed on May 27, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
