Vacations in the Cayman Islands

Vacations in the Cayman Islands

2 travelers

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BreakfastHalf boardSelf cateringAll inclusiveMeals not included

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$515 - $1,210$1,210 - $1,904$1,904 - $2,598$2,598 - $3,292$3,292+ per night

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Most popular the Cayman Islands flight and hotel deals

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Regal Beach Club #322 - George Town
Regal Beach Club #322 - George Town
Regal Beach Club #322
10 Wonderful
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$1,064
Oceanfront Condo on Seven Mile Beach - George Town
Oceanfront Condo on Seven Mile Beach - George Town
Oceanfront Condo on Seven Mile Beach
10 Wonderful
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$839
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
7.8 Good
Parking
Free Wi-Fi
Pool
Pet friendly
New York LaGuardia
Meals not included
3 nights + flight
$582
One Canal Point - George Town - Pool
One Canal Point - George Town - Pool
One Canal Point
10 Wonderful
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$598
Cayman Luxury Rentals At One Canal Point - George Town - Pool
Cayman Luxury Rentals At One Canal Point - George Town - Pool
Cayman Luxury Rentals At One Canal Point
9.4 Wonderful
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$779
The Grand Caymanian Resort - George Town - Pool
The Grand Caymanian Resort - George Town - Pool
The Grand Caymanian Resort
7.4 Good
Parking
Free Wi-Fi
Pool
Pet friendly
New York LaGuardia
Meals not included
3 nights + flight
$574
Villas of the Galleon - George Town - Kitchen
Villas of the Galleon - George Town - Kitchen
Villas of the Galleon
9.4 Wonderful
Free Wi-Fi
New York John F Kennedy Intl
Meals not included
3 nights + flight
$1,143
Governors Village - George Town - Bedroom
Governors Village - George Town - Bedroom
Governors Village
9.2 Wonderful
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$659
Seven Mile Beach Resort & Club - West Bay - Pool
Seven Mile Beach Resort & Club - West Bay - Pool
Seven Mile Beach Resort & Club
8.9 Very good
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$656
Grand Cayman Marriott Resort - George Town - Bar
Grand Cayman Marriott Resort - George Town - Bar
Grand Cayman Marriott Resort
8.4 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Meals not included
3 nights + flight
$767
Prime Sunset Cove Condo - George Town - Beach
Prime Sunset Cove Condo - George Town - Beach
Prime Sunset Cove Condo
Free Wi-Fi
New York John F Kennedy Intl
Meals not included
3 nights + flight
$897
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
8.2 Very good
Parking
Pool
Pet friendly
Spa
Philadelphia
Meals not included
3 nights + flight
$903
Caribbean Club Luxury Condo Hotel - George Town - Pool
Caribbean Club Luxury Condo Hotel - George Town - Pool
Caribbean Club Luxury Condo Hotel
9.7 Wonderful
Free Wi-Fi
New York John F Kennedy Intl
Meals not included
3 nights + flight
$1,565
Enjoy Sunsets at Fully Equipped Condo at the Beach - George Town - Pool
Enjoy Sunsets at Fully Equipped Condo at the Beach - George Town - Pool
Enjoy Sunsets at Fully Equipped Condo at the Beach
9.4 Wonderful
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$1,153
The Ritz-Carlton Grand Cayman - George Town - Balcony
The Ritz-Carlton Grand Cayman - George Town - Balcony
The Ritz-Carlton Grand Cayman
9.2 Wonderful
Parking
Free Wi-Fi
Pool
Pet friendly
Philadelphia
Meals not included
3 nights + flight
$1,078
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
8.5 Very good
Parking
Free Wi-Fi
Pool
New York LaGuardia
Breakfast
3 nights + flight
$632

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 $1,021; Family vacation $978; Romantic vacation $991.

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)$1,021
Family vacation (Flight+Hotel)$978
Romantic vacation (Flight+Hotel)$991

the Cayman Islands vacation: Search the Cayman Islands vacation packages on KAYAK. KAYAK is a travel tool that searches the Cayman Islands trips on hundreds of travel sites to help you find the the Cayman Islands package that suits you best. Discover the Cayman Islands deals now and book your the Cayman Islands flight and hotel today.

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