Vacations in the Cayman Islands

Vacations in the Cayman Islands

2 travelers

KAYAK searches hundreds of travel sites at once for vacation package deals in the Cayman Islands

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Bundle and saveSave money when you bundle your flight + hotel.

Search
Best Deals
Tips
Vacation information

Cheap the Cayman Islands package deals

Go to map

Search by stars

2+ stars3+ stars4+ stars5 stars

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by board

BreakfastHalf boardSelf cateringAll inclusiveMeals not included

Search by price

$553 - $1,348$1,348 - $2,144$2,144 - $2,939$2,939 - $3,734$3,734+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

Most popular the Cayman Islands flight and hotel deals

Show all
The Reef Beach Resort, East End, Grand Cayman - East End - Beach
The Reef Beach Resort, East End, Grand Cayman - East End - Beach
The Reef Beach Resort, East End, Grand Cayman
8.3 Very good
Parking
Free Wi-Fi
Pool
Spa
Toronto Pearson Intl
Meals not included
3 nights + flight
$552
Regal Beach Club - George Town - Living room
Regal Beach Club - George Town - Living room
Regal Beach Club
9.7 Wonderful
Parking
Free Wi-Fi
Pool
Washington, D.C. Reagan-National
Meals not included
3 nights + flight
$1,470
The Locale Hotel Grand Cayman - West Bay
The Locale Hotel Grand Cayman - West Bay
The Locale Hotel Grand Cayman
8.8 Very good
Parking
Free Wi-Fi
Pool
Toronto Pearson Intl
Breakfast
3 nights + flight
$636
Oceanfront Condo on Seven Mile Beach - George Town
Oceanfront Condo on Seven Mile Beach - George Town
Oceanfront Condo on Seven Mile Beach
8 Very good
Parking
Free Wi-Fi
Pool
Toronto Pearson Intl
Meals not included
3 nights + flight
$1,042
One Gt Grand Cayman - George Town - Pool
One Gt Grand Cayman - George Town - Pool
One Gt Grand Cayman
10 Wonderful
Free Wi-Fi
Pool
Pet friendly
Toronto Pearson Intl
Meals not included
3 nights + flight
$757
Holiday Inn Resort Grand Cayman by IHG - George Town - Restaurant
Holiday Inn Resort Grand Cayman by IHG - George Town - Restaurant
Holiday Inn Resort Grand Cayman by IHG
7.7 Good
Parking
Free Wi-Fi
Pool
Pet friendly
Toronto Pearson Intl
Meals not included
3 nights + flight
$640
The Sunshine Hotel and Suites - George Town - Pool
The Sunshine Hotel and Suites - George Town - Pool
The Sunshine Hotel and Suites
8.4 Very good
Parking
Pool
Pet friendly
Toronto Pearson Intl
Meals not included
3 nights + flight
$666
One Canal Point - George Town
One Canal Point - George Town
One Canal Point
9.9 Wonderful
Parking
Free Wi-Fi
Pool
Toronto Pearson Intl
Meals not included
3 nights + flight
$744
The Grand Caymanian Resort - George Town - Living room
The Grand Caymanian Resort - George Town - Living room
The Grand Caymanian Resort
8.4 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Toronto Pearson Intl
Meals not included
3 nights + flight
$606
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
Toronto Pearson Intl
Meals not included
3 nights + flight
$756
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
Washington, D.C. Reagan-National
Meals not included
3 nights + flight
$1,161
Grand Cayman Marriott Resort - George Town - Lounge
Grand Cayman Marriott Resort - George Town - Lounge
Grand Cayman Marriott Resort
8.3 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
Toronto Pearson Intl
Meals not included
3 nights + flight
$767
George Town Villas 117 - George Town
George Town Villas 117 - George Town
George Town Villas 117
8.7 Very good
Free Wi-Fi
Toronto Pearson Intl
Meals not included
3 nights + flight
$1,079
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
Toronto Pearson Intl
Meals not included
3 nights + flight
$1,028
The Ritz-Carlton Grand Cayman - George Town - Balcony
The Ritz-Carlton Grand Cayman - George Town - Balcony
The Ritz-Carlton Grand Cayman
9.4 Wonderful
Parking
Free Wi-Fi
Pool
Pet friendly
Toronto Pearson Intl
Meals not included
3 nights + flight
$1,369
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
Toronto Pearson Intl
Breakfast
3 nights + flight
$805

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 $212; Family vacation $542; Romantic vacation $605; Luxury vacation $710; 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)$212
Family vacation (Flight+Hotel)$542
Romantic vacation (Flight+Hotel)$605
Luxury vacation (Flight+Hotel)$710
Budget vacation (Flight+Hotel)$429