The Settlement Vacation Packages 2026 from $1,727

The Settlement flight + hotel vacation packages

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

Coconut Tree Villa

$1,727

per person

Feb 26 - Mar 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tortola (EIS)

This hotel features a terrace, laundry facilities, and free self parking. A garden, concierge services, and barbecue grills are also on offer.

Bitter End Yacht Club

Save 100% on your flight

$2,948

per person

Mar 30 - Apr 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tortola (EIS)

This smoke-free hotel features a marina and 2 restaurants. Relax with free beach cabanas and sun loungers, and cool off with a drink at the beachside bar. There's fun for all ages with a free kid's club and kayaking, and babysitting is an added bonus.

Peter Island Resort

Save 100% on your flight

$4,081

per person

Mar 30 - Apr 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tortola (EIS)

This luxury resort features a private beach, a full-service spa, and 2 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Enjoy the 2 outdoor pools and perks like free WiFi.

Scrub Island Resort, Spa & Marina

$1,969

per person

Mar 30 - Apr 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tortola (EIS)

This luxury hotel features a private beach, a full-service spa, and a marina. Enjoy beachfront dining and relax with free beach cabanas and sun loungers. Enjoy a meal in one of the 5 restaurants and freebies like WiFi in public areas and a roundtrip airport shuttle.

Saba Rock Resort

$2,130

per person

Mar 30 - Apr 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tortola (EIS)

This award-winning resort features a marina and 2 restaurants. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. A garden, luggage storage, and laundry facilities are also on offer.

Top The Settlement hotels deals

Sea Grape Villas

The Settlement The Settlement Anegada Island

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This villa doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.

Kitchen

Washer

Four Diamonds Park Villas

Anegada The Settlement Anegada

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An outdoor pool, free self parking, and laundry facilities are featured at this villa. WiFi in public areas is free. A terrace, a garden, and barbecue grills are also on offer.

Pool

Kitchen

Saba Rock Resort

North Sound Saba Rock

Free Cancellation

Reserve now, pay when you stay

$446 nightly

$486 total

Jan 19 - Jan 20

Total with taxes and fees

This award-winning resort features a marina and 2 restaurants. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. A garden, luggage storage, and laundry facilities are also on offer.

Spa

Free WiFi

Mango Bay Resort

Plum Bay Road, The Valley Virgin Gorda Virgin Gorda

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An outdoor pool is featured at this apartment, along with concierge services and barbecue grills. Enjoy a day at the beach snorkeling, or relax with beach umbrellas.

Pool

Air conditioning

Oil Nut Bay

Oil Nut Bay Virgin Gorda

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A marina, 2 restaurants, and 4 outdoor pools are all featured at this resort. Relax with free beach cabanas and sun loungers, and cool off with a drink at the beachside bar. There's fun for all ages with a free kid's club and a playground, and in-room childcare is an added bonus.

Pool

Spa

Bitter End Yacht Club

North Sound Road Virgin Gorda

$1,626 nightly

$1,774 total

Feb 1 - Feb 2

Total with taxes and fees

This smoke-free hotel features a marina and 2 restaurants. Relax with free beach cabanas and sun loungers, and cool off with a drink at the beachside bar. There's fun for all ages with a free kid's club and kayaking, and babysitting is an added bonus.

Restaurant

Air conditioning

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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

5/5(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.

Frequently asked questions

How much are vacation packages to The Settlement?

Starting from as little as $1,727, 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.