The Settlement Vacation Packages

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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.

Top The Settlement Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Paradise Suites Hotel

Paradise Suites Hotel

2 out of 5
per person
May 3 - May 10
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Tortola (EIS)
6/10 (20 reviews)
Mattress was not firm. Room was small, looked like it was furnished from garage sales.

Reviewed on Mar. 24, 2025

The Aerial, BVI

The Aerial, BVI

4 out of 5
Save 100% on your flight
per person
Jun. 2 - Jun. 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tortola (EIS)
9.6/10 Exceptional! (4 reviews)
Our stay at the Aerial BVI was exceptional. The property is breathtaking, the staff is so kind and cater to your every need. The island has such a special purpose and meaning behind it bad we were so happy to experience it. We took advantage of the horseback riding, spa treatments, night glass bottom kayak ride. The food was all farm to table and healthy and the beach was beautiful. I can’t say enough about the room design and the stunning ocean views. This property is one of a kind and a rare gem. Every detail is so thought out and the focus is on healing and wellness which I love. We will definitely be back and have already told all of our loved ones.

Reviewed on Jul. 9, 2024

MyALL Tortola

MyALL Tortola

4 out of 5
per person
May 10 - May 15
found 14 hours ago
Roundtrip flight included
Montreal (YUL) to Tortola (EIS)
No reviews
Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
per person
May 3 - May 10
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Tortola (EIS)
9.2/10 Wonderful! (155 reviews)
Beautiful scenery, small island that is walkable for exercise with a view, great restaurant, staff quite not particularly outgoing. Fun to watch the marina traffic and north beach was the bomb. Andy

Reviewed on Mar. 10, 2025

Maxi Cooper Bay

Maxi Cooper Bay

4 out of 5
per person
May 16 - May 20
just found
Roundtrip non-stop flight included
Toronto (YTO) to Tortola (EIS)
10/10 Exceptional! (1 review)

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 2 kilometres 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.

Ready to book your vacation to The Settlement?

 

Choose your dates

The Settlement Hotel Deals

Sea Grape Villas
Sea Grape Villas
3.5 out of 5
The Settlement, The Settlement, Anegada Island
Get rates
Sea Grape Villas
Four Diamonds Park Villas
Four Diamonds Park Villas
3.5 out of 5
Anegada, The Settlement, Anegada
Get rates
Four Diamonds Park Villas
Saba Rock Resort
Saba Rock Resort
3.5 out of 5
North Sound, Saba Rock
Fully refundableReserve now, pay when you stay
The price is CA $518 per night from Apr. 7 to Apr. 8
CA $518
CA $622 total
includes taxes & fees
Apr 7 - Apr 8
9.6/10 Exceptional! (31 reviews)
"After a week on a charter, we stuck around a few extra days to enjoy Saba Rock. Always one of our favorite destinations. Excellent drinks, food and service. We ferried over to Oil Nut Bay for the day and went back for dinner, and Bitter End Yacht Club. They had a boat pick us up from the dock in ..."

Reviewed on Mar. 29, 2025

Saba Rock Resort
See all 76 properties in The 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a The Settlement vacation package cost?
Offering excellent value package deals from CA $2,226 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?
You’re likely to find reduced prices and better availability in August, September and October. Browse our cheap The Settlement vacation packages and you could land some excellent off-season deals.
How many days is enough for The Settlement?
With a well-organized itinerary, you can easily hit the most popular The Settlement sights in a handful of days. But if you’d like to discover hidden spots or take day trips, think about booking your The Settlement vacation for longer.
Is it worth booking a vacation package to The Settlement?
Popular for its watersports, history and culture, a The Settlement vacation is a hit with all kinds of travelers. Be sure to visit leading sights like Loblolly Bay and Loblolly Bay Beach, and consider renting a car for day trips to explore even more.
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.
How to plan a trip to The Settlement?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit The Settlement.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and dining out to flights and activities. Your hotel will likely be the biggest expense during your trip to The Settlement.
  3. Determine how many days away: Start by compiling a list of the attractions and activities you want to experience in The Settlement. Then, estimate how long you’ll need for each, as well as any travel time.
  4. Bundle your airfare and accommodations: Once you’ve settled on your travel dates and duration, lock in the right The Settlement vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.