Vacations in the Cayman Islands

Vacations in the Cayman Islands

2 travellers

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

These are the best prices for mar. 26 - 29.
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

C$ 815 - C$ 2,471C$ 2,471 - C$ 4,128C$ 4,128 - C$ 5,785C$ 5,785 - C$ 7,442C$ 7,442+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

Most popular the Cayman Islands flight and hotel deals

Show all
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
Miami
Meals not included
3 nights + flight
C$ 992
The Grove - West Bay - Beach
The Grove - West Bay - Beach
The Grove
9.8 Wonderful
Pool
Miami
Meals not included
3 nights + flight
C$ 1,109
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
New Orleans Louis Armstrong
Meals not included
3 nights + flight
C$ 1,008
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
C$ 1,199
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
Little Rock
Meals not included
3 nights + flight
C$ 2,245
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
New Orleans Louis Armstrong
Meals not included
3 nights + flight
C$ 938
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
C$ 1,390
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
C$ 862
Seven Mile Beach Resort & Club - West Bay - Bedroom
Seven Mile Beach Resort & Club - West Bay - Bedroom
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
C$ 1,110
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
New York John F Kennedy Intl
Meals not included
3 nights + flight
C$ 1,296
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
Little Rock
Breakfast
3 nights + flight
C$ 1,480
Shangri-La Boutique Bed & Breakfast - West Bay - Dining room
Shangri-La Boutique Bed & Breakfast - West Bay - Dining room
Shangri-La Boutique Bed & Breakfast
9.7 Wonderful
Parking
Free Wi-Fi
Pool
Miami
Meals not included
3 nights + flight
C$ 861
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
Oklahoma City Will Rogers World
Meals not included
3 nights + flight
C$ 1,782
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
Pool
Baltimore/Washington
Meals not included
3 nights + flight
C$ 3,891
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
Washington, D.C. Dulles Intl
Breakfast
3 nights + flight
C$ 1,046
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
Little Rock
Meals not included
3 nights + flight
C$ 2,167

Last minute vacation packages to the Cayman Islands

Show all
Kiboko - Bodden Town - Patio
Kiboko - Bodden Town - Patio
Kiboko
10 Wonderful
Free Wi-Fi
Pool
Newark
Meals not included
3 nights + flight
C$ 6,829

When to book a vacation in the Cayman Islands

Price includes flights and 3 nights accommodation for 2 travellers. 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 travellers: Top vacation C$ 169; Family vacation C$ 389; Romantic vacation C$ 340; Luxury vacation C$ 646; Budget vacation C$ 361.

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)C$ 169
Family vacation (Flight+Hotel)C$ 389
Romantic vacation (Flight+Hotel)C$ 340
Luxury vacation (Flight+Hotel)C$ 646
Budget vacation (Flight+Hotel)C$ 361