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

Discover the best prices by selecting your travel dates on KAYAK.
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

€509 - €1,010€1,010 - €1,511€1,511 - €2,012€2,012 - €2,513€2,513+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

Most popular the Cayman Islands flight and hotel deals

Show all
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
Air conditioning
Nashville Intl
Breakfast
3 nights + flight
€575
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
Miami
Meals not included
3 nights + flight
€527
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
Parking
Free Wi-Fi
Pool
Air conditioning
Miami
Meals not included
3 nights + flight
€630
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
9.7 Wonderful
Parking
Free Wi-Fi
Pool
Pet friendly
Miami
Meals not included
3 nights + flight
€729
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
Newark
Meals not included
3 nights + flight
€509
Villas of the Galleon - George Town - Kitchen
Villas of the Galleon - George Town - Kitchen
Villas of the Galleon
9.4 Wonderful
Free Wi-Fi
Air conditioning
Miami
Meals not included
3 nights + flight
€924
Governors Village - George Town - Bedroom
Governors Village - George Town - Bedroom
Governors Village
9.2 Wonderful
Parking
Free Wi-Fi
Pool
Air conditioning
Miami
Meals not included
3 nights + flight
€512
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
Air conditioning
Nashville Intl
Meals not included
3 nights + flight
€619
Compass Point Dive Resort - East End - Pool
Compass Point Dive Resort - East End - Pool
Compass Point Dive Resort
Free Wi-Fi
Pool
Air conditioning
Newark
Breakfast
3 nights + flight
€567
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
Air conditioning
Miami
Meals not included
3 nights + flight
€614
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
Nashville Intl
Meals not included
3 nights + flight
€608
Prime Sunset Cove Condo - George Town - Beach
Prime Sunset Cove Condo - George Town - Beach
Prime Sunset Cove Condo
Free Wi-Fi
Air conditioning
Miami
Meals not included
3 nights + flight
€741
Shangri-La Boutique Bed & Breakfast - West Bay - Dining room
Shangri-La Boutique Bed & Breakfast - West Bay - Dining room
Shangri-La Boutique Bed & Breakfast
9.5 Wonderful
Parking
Free Wi-Fi
Pool
Air conditioning
Miami
Meals not included
3 nights + flight
€514
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
Air conditioning
Nashville Intl
Meals not included
3 nights + flight
€711
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
Miami
Meals not included
3 nights + flight
€979
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
Nashville Intl
Breakfast
3 nights + flight
€583

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

the Cayman Islands holiday: Search the Cayman Islands holiday 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.

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.