Holidays in the Cayman Islands

Holidays in the Cayman Islands

2 travellers
Exact dates

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

Here is why travellers 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

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

€542 - €1,525€1,525 - €2,509€2,509 - €3,493€3,493 - €4,476€4,476+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

Most popular the Cayman Islands flight and hotel deals

Show all
Regal Beach Club - George Town - Balcony
Regal Beach Club - George Town - Balcony
Regal Beach Club
9.5 Wonderful
Parking
Free Wi-Fi
Pool
Air conditioning
Toronto Pearson Intl
Meals not included
3 nights + flight
€970
Regal Beach Club #322 - George Town - Bedroom
Regal Beach Club #322 - George Town - Bedroom
Regal Beach Club #322
9.4 Wonderful
Pool
Air conditioning
Richmond Byrd Intl
Meals not included
3 nights + flight
€1,103
Oceanfront Condo on Seven Mile Beach - George Town - Balcony
Oceanfront Condo on Seven Mile Beach - George Town - Balcony
Oceanfront Condo on Seven Mile Beach
8 Very Good
Parking
Free Wi-Fi
Pool
Air conditioning
Chicago O'Hare Intl
Meals not included
3 nights + flight
€1,247
One Gt Grand Cayman - George Town - Pool
One Gt Grand Cayman - George Town - Pool
One Gt Grand Cayman
10 Wonderful
Parking
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Meals not included
3 nights + flight
€700
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
8 Very Good
Parking
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Meals not included
3 nights + flight
€573
The Grove and The Grove Too - West Bay
The Grove and The Grove Too - West Bay
The Grove and The Grove Too
9.2 Wonderful
Parking
Airport shuttle
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
€560
The Sunshine Hotel and Suites - George Town - Pool
The Sunshine Hotel and Suites - George Town - Pool
The Sunshine Hotel and Suites
8.5 Very Good
Parking
Pool
Pet friendly
Air conditioning
New York John F Kennedy Intl
Meals not included
3 nights + flight
€570
One Canal Point - George Town - Bathroom
One Canal Point - George Town - Bathroom
One Canal Point
9.9 Wonderful
Parking
Free Wi-Fi
Pool
Air conditioning
Richmond Byrd Intl
Meals not included
3 nights + flight
€731
New Sleeps 10 - Laguna Del Mar 19 - Seven Mile Beach - George Town - Beach
New Sleeps 10 - Laguna Del Mar 19 - Seven Mile Beach - George Town - Beach
New Sleeps 10 - Laguna Del Mar 19 - Seven Mile Beach
Parking
Free Wi-Fi
Pool
Richmond Byrd Intl
Meals not included
3 nights + flight
€3,132
The Grand Caymanian Resort - George Town - Pool
The Grand Caymanian Resort - George Town - Pool
The Grand Caymanian Resort
8.6 Very Good
Parking
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Meals not included
3 nights + flight
€541
Villas Of The Galleon - George Town - Balcony
Villas Of The Galleon - George Town - Balcony
Villas Of The Galleon
9.4 Wonderful
Free Wi-Fi
Air conditioning
Richmond Byrd Intl
Meals not included
3 nights + flight
€992
Governors Village Seven Mile Beach Corridor - George Town - Building
Governors Village Seven Mile Beach Corridor - George Town - Building
Governors Village Seven Mile Beach Corridor
9.3 Wonderful
Parking
Free Wi-Fi
Pool
Air conditioning
New York John F Kennedy Intl
Meals not included
3 nights + flight
€543
Grand Cayman Marriott Beach Resort - George Town - Lounge
Grand Cayman Marriott Beach Resort - George Town - Lounge
Grand Cayman Marriott Beach Resort
8.3 Very Good
Parking
Pool
Pet friendly
Air conditioning
New York John F Kennedy Intl
Meals not included
3 nights + flight
€867
Sunset Cove - George Town - Beach
Sunset Cove - George Town - Beach
Sunset Cove
Parking
Free Wi-Fi
Pool
Air conditioning
Richmond Byrd Intl
Meals not included
3 nights + flight
€1,599
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
Air conditioning
Richmond Byrd Intl
Meals not included
3 nights + flight
€1,167
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
8.6 Very Good
Parking
Free Wi-Fi
Pool
Air conditioning
New York John F Kennedy Intl
Breakfast
3 nights + flight
€596

When to book a holiday in the Cayman Islands

Price includes flights and 3 nights accommodation for 2 travellers. Prices are not fixed and may vary with time.

Where to stay in the Cayman Islands

Our map will help you find the perfect place to stay for your holiday in the Cayman Islands by showing you the exact location of each hotel.

Everything you need to know for your holiday in the Cayman Islands