South Caicos Island Vacations from $2,221

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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

$2,221

per person

Jun 28 - Jul 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

9.2/10 Wonderful! (1,051 reviews)

The beach was gorgeous and the view from the resort was highly worth it

Reviewed on May 15, 2026

Long Bay Beach Club

Long Bay Hills

$10,459

per person

Jun 28 - Jul 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

10/10 Exceptional! (3 reviews)

Dream Villas Provo

Blue Hills

Save 100% on your flight

$2,235

per person

Jun 28 - Jul 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

9.2/10 Wonderful! (62 reviews)

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

Reviewed on May 8, 2026

Beachfront at Windsong on the Reef

Grace Bay

Save 100% on your flight

$2,996

per person

Jun 28 - Jul 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

9.2/10 Wonderful! (135 reviews)

loved the view and the beach is unbelievable for snorkeling with kids

Reviewed on May 11, 2026

Ambergris Cay Private Island - All-Inclusive

Save 100% on your flight

$2,796

per person

Aug 6 - Aug 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

9.6/10 Exceptional! (23 reviews)

We had a very nice stay. Will definitely come back

Reviewed on Mar 20, 2026

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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

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

$683 nightly

$820 total

May 29 - May 30

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.