Vacations in the Cayman Islands

Vacations in the Cayman Islands

2 travelers

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$375 - $1,510$1,510 - $2,644$2,644 - $3,779$3,779 - $4,914$4,914+ 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 - Bedroom
Regal Beach Club #322 - George Town - Bedroom
Regal Beach Club #322
9.8 Wonderful
Parking
Free Wi-Fi
Pool
Miami
Meals not included
3 nights + flight
$1,090
Regal Beach Club - George Town - Balcony
Regal Beach Club - George Town - Balcony
Regal Beach Club
9 Wonderful
Parking
Free Wi-Fi
Pool
Miami
Meals not included
3 nights + flight
$1,094
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
Philadelphia
Meals not included
3 nights + flight
$694
The Sunshine Hotel and Suites - George Town - Balcony
The Sunshine Hotel and Suites - George Town - Balcony
The Sunshine Hotel and Suites
7.7 Good
Parking
Pool
Pet friendly
Newark
Meals not included
3 nights + flight
$707
One Canal Point - George Town - Pool
One Canal Point - George Town - Pool
One Canal Point
10 Wonderful
Parking
Free Wi-Fi
Pool
Miami
Meals not included
3 nights + flight
$763
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
Miami
Meals not included
3 nights + flight
$1,134
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
George Town Owen Roberts Intl
Meals not included
3 nights + flight
$1,618
The Grand Caymanian Resort - George Town - Pool
The Grand Caymanian Resort - George Town - Pool
The Grand Caymanian Resort
7.6 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Washington, D.C. Reagan-National
Meals not included
3 nights + flight
$643
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
Miami
Meals not included
3 nights + flight
$1,262
Governors Village - George Town - Bedroom
Governors Village - George Town - Bedroom
Governors Village
9.3 Wonderful
Parking
Free Wi-Fi
Pool
Miami
Meals not included
3 nights + flight
$678
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
George Town Owen Roberts Intl
Meals not included
3 nights + flight
$966
Grand Cayman Marriott Resort - George Town - Lounge
Grand Cayman Marriott Resort - George Town - Lounge
Grand Cayman Marriott Resort
8.5 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Miami
Breakfast
3 nights + flight
$898
Ocean cabana inflatable 90 minutes rental - George Town
Ocean cabana inflatable 90 minutes rental - George Town
Ocean cabana inflatable 90 minutes rental
8 Very good
Miami
Meals not included
3 nights + flight
$374
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
8.1 Very good
Parking
Pool
Pet friendly
Spa
Newark
Meals not included
3 nights + flight
$1,128
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
Miami
Meals not included
3 nights + flight
$1,396
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
Miami
Breakfast
3 nights + flight
$701

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