Vacations in the Cayman Islands

Vacations in the Cayman Islands

2 travelers

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$519 - $1,100$1,100 - $1,682$1,682 - $2,263$2,263 - $2,845$2,845+ per night

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Most popular the Cayman Islands flight and hotel deals

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The Locale Hotel Grand Cayman - West Bay - Bedroom
The Locale Hotel Grand Cayman - West Bay - Bedroom
The Locale Hotel Grand Cayman
8.8 Very good
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Breakfast
3 nights + flight
$579
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 John F Kennedy Intl
Meals not included
3 nights + flight
$575
One Canal Point - George Town - Pool
One Canal Point - George Town - Pool
One Canal Point
10 Wonderful
Parking
Free Wi-Fi
Pool
Toronto Pearson Intl
Meals not included
3 nights + flight
$562
Cayman Luxury Rentals At One Canal Point - George Town - Patio
Cayman Luxury Rentals At One Canal Point - George Town - Patio
Cayman Luxury Rentals At One Canal Point
9.3 Wonderful
Parking
Free Wi-Fi
Pool
Toronto Pearson Intl
Meals not included
3 nights + flight
$732
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
Toronto Pearson Intl
Meals not included
3 nights + flight
$518
Villas of the Galleon - George Town
Villas of the Galleon - George Town
Villas of the Galleon
9.4 Wonderful
Free Wi-Fi
Toronto Pearson Intl
Meals not included
3 nights + flight
$1,026
Governors Village - George Town - Bedroom
Governors Village - George Town - Bedroom
Governors Village
9.2 Wonderful
Parking
Free Wi-Fi
Pool
Toronto Pearson Intl
Meals not included
3 nights + flight
$532
Seven Mile Beach Resort & Club - West Bay - Pool
Seven Mile Beach Resort & Club - West Bay - Pool
Seven Mile Beach Resort & Club
8.8 Very good
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$687
Hotel Indigo Grand Cayman - West Bay - Bedroom
Hotel Indigo Grand Cayman - West Bay - Bedroom
Hotel Indigo Grand Cayman
9.6 Wonderful
Free Wi-Fi
Pool
Pet friendly
New York LaGuardia
Meals not included
3 nights + flight
$712
Grand Cayman Marriott Resort - George Town - Bar
Grand Cayman Marriott Resort - George Town - Bar
Grand Cayman Marriott Resort
8.3 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Breakfast
3 nights + flight
$743
Prime Sunset Cove Condo - George Town - Beach
Prime Sunset Cove Condo - George Town - Beach
Prime Sunset Cove Condo
Free Wi-Fi
Toronto Pearson Intl
Meals not included
3 nights + flight
$958
Shangri-La Boutique Bed & Breakfast - West Bay - Dining room
Shangri-La Boutique Bed & Breakfast - West Bay - Dining room
Shangri-La Boutique Bed & Breakfast
9.4 Wonderful
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$523
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
8.3 Very good
Parking
Pool
Pet friendly
Spa
Toronto Pearson Intl
Meals not included
3 nights + flight
$823
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
9.3 Wonderful
Parking
Free Wi-Fi
Pool
Toronto Pearson Intl
Meals not included
3 nights + flight
$1,114
The Ritz-Carlton Grand Cayman - George Town - Balcony
The Ritz-Carlton Grand Cayman - George Town - Balcony
The Ritz-Carlton Grand Cayman
9.3 Wonderful
Parking
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Meals not included
3 nights + flight
$1,174
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
Pet friendly
Toronto Pearson Intl
Breakfast
3 nights + flight
$598

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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