A beach with a large collection of seashells on the shore and a clear blue sky.

Five Cays Vacations from $2,269

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Five Cays Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A poolside area with a view of the ocean and a beach.
    Jan 14 - Jan 18

    Dream Villas Provo + Flight

    Blue Hills
    4 nights
    3.5 star property
    9.4/10 - Exceptional (82 reviews)
    Roundtrip • Boston (BOS) - Providenciales (PLS)
    BOS - PLS • 1 stop PLS - BOS • 1 stop
    $3,668
    $2,269
    per traveler
    found 1 day ago
    Dream Villas Provo
  • A modern living room with a large window overlooking a beach, a ceiling fan, and a minimalist design.
    Jan 23 - Jan 29

    Long Bay Beach Club + Flight

    Long Bay Hills
    6 nights
    5.0 star property
    10/10 - Exceptional (4 reviews)
    "."
    Reviewed August 3, 2026
    Roundtrip • Boston (BOS) - Providenciales (PLS)
    BOS - PLS • Nonstop PLS - BOS • 1 stop
    $17,689
    $8,808
    per traveler
    found 1 day ago
    Long Bay Beach Club
  • A clear blue pool with a view of the ocean, surrounded by white columns and a pergola structure.
    Jan 11 - Jan 17

    Rooftop Villa Collection + Flight

    Grace Bay
    6 nights
    5.0 star property
    Roundtrip • Boston (BOS) - Providenciales (PLS)
    BOS - PLS • 1 stop PLS - BOS • 2 stops
    $15,983
    $9,122
    per traveler
    found 1 day ago
    Rooftop Villa Collection
  • A balcony with a pool, white furniture, and a view of the ocean and palm trees.
    Jan 11 - Jan 17

    Windsong on the Reef + Flight

    Grace Bay
    6 nights
    4.5 star property
    9.2/10 - Wonderful (1,286 reviews)
    "Great resort, staff is amazing"
    Reviewed November 10, 2026
    Roundtrip • Boston (BOS) - Providenciales (PLS)
    BOS - PLS • 1 stop PLS - BOS • 2 stops
    $4,593
    $2,817
    per traveler
    found 1 day ago
    Windsong on the Reef
  • A balcony with a pool, white furniture, and a view of the ocean and palm trees.
    Jan 11 - Jan 17

    Beachfront at Windsong on the Reef + Flight

    Grace Bay
    6 nights
    5.0 star property
    9.4/10 - Exceptional (221 reviews)
    "Beautiful"
    Reviewed November 4, 2026
    Roundtrip • Boston (BOS) - Providenciales (PLS)
    BOS - PLS • 1 stop PLS - BOS • 2 stops
    $4,921
    $3,054
    per traveler
    found 1 day ago
    Beachfront at Windsong on the Reef

Where to stay in Five Cays

Find the best Five Cays areas and neighborhoods for the activities you enjoy most. Learn more about Five Cays
Learn more about Five Cays
A beach with a white gazebo, red umbrellas, and clear blue water.

Grace Bay

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.

A beach with turquoise umbrellas and lounge chairs.

The Bight

Travelers to The Bight praise its stunning beaches. If you've got some more time to explore, be sure to make a stop by Grace Bay Beach and Turtle Cove Marina.

A beach with thatched umbrellas and a clear blue sea.

Leeward Settlement

If you're spending some time in Leeward Settlement, Grace Bay Beach and Pelican Beach are top sights worth seeing.

A clear aerial view of a coastal area with turquoise waters, sandy beaches, and lush greenery.

Long Bay Hills

While visiting Long Bay Hills, you might make a stop by sights like Long Bay Beach and Providenciales Beaches.

A clear blue sea with boats, a sandy beach, and palm trees.

Turtle Cove

If you're spending some time in Turtle Cove, Turtle Cove Marina and Providenciales Beaches are top sights worth seeing.

What to do near Five Cays

2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only)

2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only)

$122
per adult
96% of travelers recommend
2 Hour Champagne Sunset Cruise from Grace Bay, Providenciales (Adult Only)
See all activities near Five Cays

Five Cays Hotel Deals

A white building with a curved pathway, palm trees, and a white fence.

Le Bleu Bed and Breakfast

Le Bleu Bed and Breakfast
3.0 star property
Five Cays
7.6 out of 10, Good, (162 reviews)
$203 nightly
The price is $246
Dec 12 - Dec 13
Total with taxes and fees
Le Bleu Bed and Breakfast
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.
See all properties in Five Cays
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.