The Settlement Vacations 2025 from CA $1,087

The Settlement flight + hotel packages

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

Village Cay Hotel and Marina

Wickhams Cay 1

per person

Jul 13 - Jul 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Tortola (EIS)

Stay at this 3.5-star hotel in Road Town. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tortola Cruise Ship Port and Road Town Methodist Church are located nearby.

Cane Garden Bay Beach Hotel

per person

Aug 24 - Aug 31

found 1 day ago

Roundtrip non-stop flight included

St. John's (YYT) to Tortola (EIS)

Stay at this 3.5-star beach hotel in Cane Garden Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Tortola Cruise Ship Port and Cane Garden Bay Beach are located nearby.

Scrub Island Resort, Spa & Marina

per person

Jul 13 - Jul 20

found 23 hours ago

Roundtrip flight included

Toronto (YTO) to Tortola (EIS)

Stay at this 5-star luxury hotel in Scrub Island. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Marina Cay Beach and Cam Bay Beach are located nearby.

Saba Rock Resort

per person

Jul 13 - Jul 20

found 23 hours ago

Roundtrip flight included

Toronto (YTO) to Tortola (EIS)

Stay at this 3.5-star resort in Saba Rock. Enjoy free breakfast, free WiFi, and 2 restaurants. Popular attractions Bitter End Gardens and Prickly Pear National Park are located nearby.

Long Bay Beach Resort

per person

Jul 13 - Jul 20

found 23 hours ago

Roundtrip flight included

Toronto (YTO) to Tortola (EIS)

Stay at this 4.5-star luxury hotel in West End. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Tortola Cruise Ship Port and Virgin Islands National Park are located nearby.

Top The Settlement hotels deals

Sea Grape Villas

The Settlement, The Settlement, Anegada Island

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Stay at this 3.5-star villa in The Settlement. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Loblolly Bay Beach and Loblolly Bay are located nearby.

Kitchen

Washer

Four Diamonds Park Villas

Anegada, The Settlement, Anegada

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Stay at this 3.5-star beach villa in The Settlement. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Flamingo Pond Lookout and Loblolly Bay Beach are located nearby.

Pool

Kitchen

Saba Rock Resort

North Sound, Saba Rock

Free cancellation

Reserve now, pay when you stay

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Stay at this 3.5-star resort in Saba Rock. Enjoy free breakfast, free WiFi, and 2 restaurants. Popular attractions Bitter End Gardens and Prickly Pear National Park are located nearby.

Spa

Free WiFi

Bitter End Yacht Club

North Sound Road, Virgin Gorda

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Stay at this 3.5-star beach hotel in Virgin Gorda. Enjoy 2 restaurants, a beach locale, and a marina. Popular attractions Bitter End Gardens and Prickly Pear National Park are located nearby.

Restaurant

Air conditioning

Mango Bay Resort

Plum Bay Road, The Valley, Virgin Gorda, Virgin Gorda

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Stay at this 3.5-star beach apartment in Virgin Gorda. Enjoy a beach locale, onsite spa services, and daily housekeeping. Popular attractions Mahoe Bay Beach and Mahoe Bay are located nearby.

Pool

Air conditioning

Oil Nut Bay

Oil Nut Bay, Virgin Gorda

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Stay at this 4-star beach resort in Virgin Gorda. Enjoy free WiFi, free parking, and 4 outdoor pools. Popular attractions Oil Nut Bay Beach and Bitter End Gardens are located nearby.

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See all available properties in The Settlement

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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.

Popular places to visit

Loblolly Bay Beach

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.

Frequently asked questions

How much are vacation packages to The Settlement?

Starting from as little as CA $1,087, hotel and flight packages are a great way to stretch your travel budget. Get ready The Settlement — here you come!

Where can I get the best vacation package deals for The Settlement?

Book your dream vacation with Travelocity. With access to 400 airlines and 1,000,000 properties across the globe, selecting the ultimate The Settlement package deal couldn’t be easier.

Why should I book my The Settlement vacation package via Travelocity?

We take the stress out of travel planning. Whether you’re searching for a new destination to uncover or want to make sure you get the best price on offer, we’ve got your back. Our 24/7 customer care, high-quality service and Price Match Guarantee mean you can book with confidence.

Will I save money on my The Settlement car rental if I bundle it with a hotel or flight?

You certainly can with our The Settlement vacation packages. With one of these, there are plenty of ways to make your travel budget go further. Combine any two or more car, hotel, flight and tour bookings and watch your savings pile up. With a rental car, all the attractions in and around The Settlement are a fun road trip away.