Vacations in the Cayman Islands

Vacations in the Cayman Islands

2 travelers

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Vacation information

Cheap the Cayman Islands package deals

These are the best prices for Apr 24 - 27.
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BreakfastHalf boardSelf cateringAll inclusiveMeals not included

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$534 - $1,790$1,790 - $3,045$3,045 - $4,300$4,300 - $5,555$5,555+ per night

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Free breakfastFree internetFree airport shuttleFree parking

Most popular the Cayman Islands flight and hotel deals

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Regal Beach Club - George Town - Balcony
Regal Beach Club - George Town - Balcony
Regal Beach Club
9.3 Wonderful
Parking
Free Wi-Fi
Pool
Boston Logan Intl
Meals not included
3 nights + flight
$1,052
Wyndham Reef Resort - East End
Wyndham Reef Resort - East End
Wyndham Reef Resort
8.2 Very good
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$867
Morritts Tortuga Club - East End - Building
Morritts Tortuga Club - East End - Building
Morritts Tortuga Club
7.8 Good
Chicago O'Hare Intl
Meals not included
3 nights + flight
$568
Holiday Inn Resort Grand Cayman by IHG - George Town - Pool
Holiday Inn Resort Grand Cayman by IHG - George Town - Pool
Holiday Inn Resort Grand Cayman by IHG
7.7 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Boston Logan Intl
Meals not included
3 nights + flight
$606
The Grove - West Bay - Beach
The Grove - West Bay - Beach
The Grove
9.8 Wonderful
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$657
One Canal Point - George Town - Pool
One Canal Point - George Town - Pool
One Canal Point
10 Wonderful
Parking
Free Wi-Fi
Pool
Boston Logan Intl
Meals not included
3 nights + flight
$801
Kimpton Seafire Resort + Spa By IHG - West Bay - Living room
Kimpton Seafire Resort + Spa By IHG - West Bay - Living room
Kimpton Seafire Resort + Spa By IHG
9.6 Wonderful
Parking
Free Wi-Fi
Pool
Pet friendly
Boston Logan Intl
Meals not included
3 nights + flight
$1,609
The Grand Caymanian Resort - George Town - Pool
The Grand Caymanian Resort - George Town - Pool
The Grand Caymanian Resort
7.8 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Boston Logan Intl
Meals not included
3 nights + flight
$534
Villas of the Galleon - George Town - Living room
Villas of the Galleon - George Town - Living room
Villas of the Galleon
9.4 Wonderful
Free Wi-Fi
Boston Logan Intl
Meals not included
3 nights + flight
$1,188
Governors Village - George Town - Bedroom
Governors Village - George Town - Bedroom
Governors Village
9.3 Wonderful
Parking
Free Wi-Fi
Pool
Boston Logan Intl
Meals not included
3 nights + flight
$558
Seven Mile Beach Resort & Club - West Bay - Bedroom
Seven Mile Beach Resort & Club - West Bay - Bedroom
Seven Mile Beach Resort & Club
8.6 Very good
Free Wi-Fi
Pool
Chicago O'Hare Intl
Meals not included
3 nights + flight
$643
Hotel Indigo Grand Cayman By IHG - West Bay - Bedroom
Hotel Indigo Grand Cayman By IHG - West Bay - Bedroom
Hotel Indigo Grand Cayman By IHG
9.5 Wonderful
Free Wi-Fi
Pool
Pet friendly
Boston Logan Intl
Meals not included
3 nights + flight
$684
Grand Cayman Marriott Resort - George Town - Lounge
Grand Cayman Marriott Resort - George Town - Lounge
Grand Cayman Marriott Resort
8.4 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Boston Logan Intl
Meals not included
3 nights + flight
$881
The Westin Grand Cayman Seven Mile Beach Resort & Spa - George Town - Patio
The Westin Grand Cayman Seven Mile Beach Resort & Spa - George Town - Patio
The Westin Grand Cayman Seven Mile Beach Resort & Spa
8 Very good
Parking
Pool
Pet friendly
Spa
Boston Logan Intl
Meals not included
3 nights + flight
$1,167
The Ritz-Carlton Grand Cayman - George Town - Balcony
The Ritz-Carlton Grand Cayman - George Town - Balcony
The Ritz-Carlton Grand Cayman
9.1 Wonderful
Parking
Free Wi-Fi
Pool
Pet friendly
Chicago O'Hare Intl
Meals not included
3 nights + flight
$1,566
Hampton by Hilton Grand Cayman Seven Mile Beach - George Town - Lounge
Hampton by Hilton Grand Cayman Seven Mile Beach - George Town - Lounge
Hampton by Hilton Grand Cayman Seven Mile Beach
8.7 Very good
Parking
Free Wi-Fi
Pool
Boston Logan Intl
Breakfast
3 nights + flight
$644

When to book a vacation in the Cayman Islands

Price includes flights and 3 nights accommodation for 2 travelers. Prices are not fixed and may vary with time.

Tips for finding the Cayman Islands package deals

  • There are loads of types of vacations in the Cayman Islands and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travelers: Top vacation $210; Family vacation $540; Romantic vacation $624; Luxury vacation $667; Budget vacation $429.

Where to stay in the Cayman Islands

Our map will help you find the perfect place to stay for your vacation in the Cayman Islands by showing you the exact location of each hotel.

Everything you need to know for your vacation in the Cayman Islands

the Cayman Islands vacation information

Top vacation (Flight+Hotel)$210
Family vacation (Flight+Hotel)$540
Romantic vacation (Flight+Hotel)$624
Luxury vacation (Flight+Hotel)$667
Budget vacation (Flight+Hotel)$429