The Settlement Vacations from $2,400
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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.
The Aerial, BVI
$4,114
per person
Jan 9 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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
$2,455
per person
Dec 1 - Dec 8
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
9.8/10 Exceptional! (296 reviews)
We really enjoyed out stay, the rooms were really nice, large rooms with mini kitchen. Staff was so helpful with dinner reservations and helping to get transportation and answering all out questions. We will definitely be back to enjoy the area!
Reviewed on Oct 13, 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
Fully refundableReserve now, pay when you stay
$349 nightly
$383 total
Oct 18 - Oct 19
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
What's included in a Settlement vacation package?
A Settlement vacation package lets you combine round-trip flights, a hotel stay, and a rental car. Many properties in The Settlement offer direct beach access, allowing you to easily enjoy the pristine shores. Hotels often provide convenient airport shuttle service to and from Tortola (EIS-Terrance B. Lettsome Intl.), and some include complimentary breakfast to start your day.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a The Settlement vacation package?
When you bundle, you can save up to 30%*. To save money on a The Settlement package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
Is The Settlement better suited for a beach vacation or a cultural trip?
The Settlement is primarily a beach and outdoor destination, making it ideal for travelers seeking sun, sand, and natural beauty. Its main draw is its pristine coastline, with popular spots like Loblolly Bay Beach, located about 1 mile from the center, and Cow Wreck Beach, about 9 miles away, offering clear waters and soft sands.The island also offers elements of local history and conservation. The island has been under British control since 1672, and the Anegada Iguana Project highlights ongoing conservation efforts. Tourism and commercial fishing are key to the local economy, providing a glimpse into island life.
What are the top things to do in The Settlement?
A Settlement vacation offers plenty of opportunities to enjoy its beautiful beaches and natural sights:Browse and book things to do in The Settlement on Expedia.
Do you need to rent a car in The Settlement, or is public transport enough?
For a Settlement vacation package, a rental car offers the most flexibility for exploring the island, especially since it's an outdoor and nature destination. While public transport options may be limited, taxis are available for shorter distances. Many resorts also provide on-site dining and activities, reducing the daily need for transportation if you plan to stay primarily at your accommodation.Travelers arriving via Anegada Island (NGD-Auguste George) or Terrance B. Lettsome International Airport (EIS) on Tortola can arrange transfers to their accommodations. For those planning a Settlement beach vacation package focused on relaxation at a resort, a car might not be essential, but it's recommended for venturing out to different beaches or sights.
Can I change or cancel my The Settlement vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking The Settlement vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later The Settlement vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your The Settlement vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to The Settlement?
To find last-minute vacation packages to The Settlement, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on The Settlement vacation packages?
Free cancellation on a The Settlement vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a The Settlement vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your The Settlement getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my The Settlement vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.
Explore a world of travel with Expedia
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- Flights from St. Thomas (STT) to Anegada Island (NGD)
- Flights from Baltimore (BWI) to Anegada Island (NGD)
- Flights from Auguste George
- Flights from Detroit (DTW) to Anegada Island (NGD)
- Flights from Washington (DCA) to Anegada Island (NGD)
- Flights from London (LHR) to Anegada Island (NGD)
- Flights from Minneapolis (MSP) to Anegada Island (NGD)
- Flights from Philadelphia (PHL) to Anegada Island (NGD)
- Flights to Anegada
- Flights from Charleston (CHS) to Anegada Island (NGD)
- Flights from Houston (IAH) to Anegada Island (NGD)
- Flights from Boston (BOS) to Anegada Island (NGD)
- Flights from San Juan (SJU) to Anegada Island (NGD)
- Flights from Denver (DEN) to Anegada Island (NGD)
- Flights from New York (JFK) to Anegada Island (NGD)
- Flights from Seattle (SEA) to Anegada Island (NGD)
- Flights from Washington (IAD) to Anegada Island (NGD)
- Flights from Tampa (TPA) to Anegada Island (NGD)
- Flights from Montego Bay (MBJ) to Anegada Island (NGD)
- Flights from Tortola (EIS) to Anegada Island (NGD)
- Flights from Phoenix (PHX) to Anegada Island (NGD)
- Flights from Philipsburg (SXM) to Anegada Island (NGD)
- Flights to The Settlement
- Flights from Houston (HOU) to Anegada Island (NGD)
- Flights from Miami (MIA) to Anegada Island (NGD)
- Flights from Chicago (ORD) to Anegada Island (NGD)
- Flights from Hartford (BDL) to Anegada Island (NGD)
- Flights from New York (NYC) to Anegada Island (NGD)
- Flights from Atlanta (ATL) to Anegada Island (NGD)
- Flights from Dallas (DFW) to Anegada Island (NGD)
- Flights from Newark Liberty Intl. Airport (EWR) to Anegada Island (NGD)
- Flights from San Francisco (SFO) to Anegada Island (NGD)
- Flights from Kansas City (MCI) to Anegada Island (NGD)
- Flights from Charlotte (CLT) to Anegada Island (NGD)
- Flights from Los Angeles (LAX) to Anegada Island (NGD)
- Flights from Orlando (MCO) to Anegada Island (NGD)
- Flights from Grand Rapids (GRR) to Anegada Island (NGD)
- Flights from Anegada
- Flights from Fort Lauderdale (FLL) to Anegada Island (NGD)
- Flights from Richmond (RIC) to Anegada Island (NGD)
- Flights from Indianapolis (IND) to Anegada Island (NGD)
- Flights from Toronto (YYZ) to Anegada Island (NGD)
- Flights from Raleigh (RDU) to Anegada Island (NGD)
- Flights from Cincinnati (CVG) to Anegada Island (NGD)
- Flights from Portland (PDX) to Anegada Island (NGD)
- Flights from Pittsburgh (PIT) to Anegada Island (NGD)
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
