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The Latest South Caicos Island vacation packages

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

Windsong on the Reef

Grace Bay

Save 100% on your flight

$2,060

per person

Jul 25 - Aug 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

9.2/10 Wonderful! (1,044 reviews)

Our unit was amazing with great amenities including a washing machine and dryer, dish washer, and full kitchen. The staff was amazing. They did everything possible to ensure we haf an amazing stay at their resort.

Reviewed on May 16, 2026

Long Bay Beach Club

Long Bay Hills

$8,026

per person

Jul 25 - Aug 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

10/10 Exceptional! (3 reviews)

Dream Villas Provo

Blue Hills

$2,156

per person

Jul 25 - Aug 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

9.2/10 Wonderful! (63 reviews)

Beautiful beachfront stay! Clean, relaxing, and perfect for a peaceful getaway.

Reviewed on May 8, 2026

Bungalows at Windsong on the Reef

Grace Bay

Save 100% on your flight

$2,375

per person

Jul 25 - Aug 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

9/10 Wonderful! (90 reviews)

A wonderful reservationist at WindSong upgraded us to a beachfront unit, and it was fantastic. The staff was so welcoming and accommodating. The units are very comfortable and easy to live in. The location, and all the amenities--the white sand beach, dining in the dunes, watersports, and sparkling clean pool, are all within a very short walk of the units. WindSong is a place to rest and relax but also a great spot to have fun, and that we did! We'll be back!

Reviewed on May 16, 2026

Beachfront at Windsong on the Reef

Grace Bay

Save 100% on your flight

$2,812

per person

Jul 25 - Aug 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

9.2/10 Wonderful! (135 reviews)

We had newer room in the building, it had a lovely kitchen and the view was spectacular Gym was good, grounds were well kept. For me I feel, food selection and meals could be better. Limited and pretty basic food , nothing wow about food, we ate elsewhere on many occasions. Other than that, beautiful beach and quiet location, a bit far from the small town though .

Reviewed on May 15, 2026

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See all available trips from Columbus to South Caicos Island

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Discover the most popular places to visit in South Caicos Island

Highland House

Find out about the history of Cockburn Harbour when you take a trip to Highland House. Amble around this relaxing area's beaches, or seek out the snorkeling spots.

The Boiling Hole

3.5/5(6 reviews)

Commune with nature and explore the great outdoors at The Boiling Hole during your travels in Cockburn Harbour. Wander the beaches and seaside in this relaxing area.

South Caicos Island Hotel Deals

Sailrock South Caicos, Small Luxury Hotels of the World

Front Street Cockburn Harbour South Caicos

$681 nightly

$818 total

May 17 - May 18

Total with taxes and fees

9.4/10 Exceptional! (149 reviews)

Overall, my wife and I had an excellent babymoon at this resort! The location was unbeatable, and resulted in a complete and total relaxation for the entire trip. We never had to wake up early to put down towels at the beach, and never had to wait to be seated for any meals. The food at the hotel ...

Reviewed on May 12, 2026

Salterra, a Luxury Collection Resort & Spa, South Caicos

1 Fourth Street Cockburn Harbour South Caicos Island

$827 nightly

$1,001 total

May 30 - May 31

Total with taxes and fees

8.8/10 Excellent! (21 reviews)

Very chill and relaxing. Easy access to beach.

Reviewed on Apr 24, 2026

Ambergris Cay Private Island - All-Inclusive

Ambergris Cay Big Ambergris Cay East Caicos

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See all 15 properties in South Caicos Island

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.