Caicos Islands Vacation Packages 2026 from $2,054

Your Caicos Islands Vacation

When wanderlust beckons, answer it with a vacation package to Caicos Islands. Get set to enjoy fishing, watersports, underwater activities, and more in this vibrant destination. Get your trip to Caicos Islands off to an unforgettable start by making Cockburn Harbour the first stop on your itinerary. This is a popular city with travelers from all over. From the moment you book your Caicos Islands vacation to the second you come back home, Expedia will be with you each step of the way.

The Latest Caicos Islands vacation packages

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

Windsong on the Reef

Grace Bay

Save 100% on your flight

$2,054

per person

Jul 1 - Jul 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Providenciales (PLS)

9.2/10 Wonderful! (1,022 reviews)

We had a great long weekend here. Easy place with lovely people, catch the T/Th yoga class!

Reviewed on Apr 15, 2026

Long Bay Beach Club

Long Bay

$8,938

per person

Jun 1 - Jun 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

10/10 Exceptional! (3 reviews)

Bungalows at Windsong on the Reef

Grace Bay

Save 100% on your flight

$2,808

per person

Jun 27 - Jul 4

found 1 day ago

Roundtrip flight included

Boston (BOS) to Providenciales (PLS)

9/10 Wonderful! (88 reviews)

We stayed here when we added 2 nights before our stay at Beaches where we were meeting our neighbors. Stayed in a 2 bedroom and it was perfect for what we needed. Accommodations were perfect. Staff went out of their way to be helpful. We happened to be there for Easter Sunday, and they had such a cute easter egg hunt, crafts, games and winners!! They even had a surprise visit by the Easter Bunny himself. I couldn't be happier with our experience. We rented snorkels for $5 and loved snorkeling at the reef. The pools were all awesome. Can't wait to return!

Reviewed on Apr 15, 2026

Beachfront at Windsong on the Reef

Grace Bay

Save 100% on your flight

$2,286

per person

May 25 - May 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

9.2/10 Wonderful! (126 reviews)

Great location, food and service.

Reviewed on Apr 14, 2026

Dream Villas Provo

Save 100% on your flight

$2,539

per person

May 28 - Jun 4

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Providenciales (PLS)

9.2/10 Wonderful! (60 reviews)

Clean room, very attentive customer service. Overall, great stay!

Reviewed on Apr 12, 2026

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Where to stay in Caicos Islands

Find the best Caicos Islands areas and neighborhoods for the activities you enjoy most. Learn more about Caicos Islands

Grace Bay

4 out of top 10 points of interest in this area

This picturesque stretch of white sand and warm, turquoise water is home to luxury resorts, restaurants and one of the world’s largest barrier reefs.

Discover the most popular places to visit in Caicos Islands

Amazing sunrise at Long Bay, Providenciales, Turks and Caicos Islands.

Long Bay Beach

4.5/5(207 reviews)

Why not spend a carefree afternoon at Long Bay Beach during your travels in Long Bay Hills? Make some time to visit the shops while you're in the area.

Drone photo of pier in Grace Bay, Providenciales, Turks and Caicos

Providenciales Beaches

5/5(231 reviews)

Why not spend a lazy afternoon at Providenciales Beaches during your trip to Grace Bay? Amble around this relaxing area's beautiful beaches, or seek out the snorkeling spots.

Turtle Cove Marina

4.5/5(346 reviews)

At this picturesque cove, stroll by the yacht-filled marina, enjoy fresh seafood from one of the local restaurants and take part in a range of exciting watersports.

Caicos Islands Hotel Deals

Windsong on the Reef

Stubbs Rd Providenciales Providenciales

$429 nightly

$518 total

Apr 19 - Apr 20

Total with taxes and fees

9.2/10 Wonderful! (1,025 reviews)

We had a great long weekend here. Easy place with lovely people, catch the T/Th yoga class!

Reviewed on Apr 15, 2026

Ports of Call Resort

Grace Bay Road Providenciales

$309 nightly

$374 total

May 1 - May 2

Total with taxes and fees

8.6/10 Excellent! (1,003 reviews)

This hotel is rated 3 stars, I'll give it 2 stars just because of its location. If it wasn't for the location I would give it 1 star. The location is great! Beach is basically across the street, we didn't use the beach shuttle they provide because its walking distance. and theres a plaza in front ...

Reviewed on Apr 16, 2026

Ocean Club East, Grace Bay Beach

Grace Bay Beach Providenciales Providenciales

$425 nightly

$514 total

Apr 25 - Apr 26

Total with taxes and fees

9.4/10 Exceptional! (1,017 reviews)

Had Ocean View room that was beautiful. Had all kitchen items and was nice to have washer and dryer.

Reviewed on Apr 15, 2026

See all 1,749 properties in Caicos Islands

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.