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

These are the best prices for 11-14 Apr.
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

€581 - €1,493€1,493 - €2,405€2,405 - €3,317€3,317 - €4,230€4,230+ 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
7.7 Good
Parking
Free Wi-Fi
Pool
Pet friendly
San Francisco
Meals not included
3 nights + flight
€601
The Grove - West Bay - Beach
The Grove - West Bay - Beach
The Grove
9.8 Wonderful
Pool
Air conditioning
San Francisco
Meals not included
3 nights + flight
€695
The Sunshine Hotel and Suites - George Town - Balcony
The Sunshine Hotel and Suites - George Town - Balcony
The Sunshine Hotel and Suites
7.8 Good
Parking
Pool
Pet friendly
Air conditioning
San Francisco
Meals not included
3 nights + flight
€673
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
Air conditioning
San Francisco
Meals not included
3 nights + flight
€798
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
Boston Logan Intl
Meals not included
3 nights + flight
€1,276
Beautiful 4 BR South Sound Home wpool - George Town - Living room
Beautiful 4 BR South Sound Home wpool - George Town - Living room
Beautiful 4 BR South Sound Home wpool
9 Wonderful
Parking
Free Wi-Fi
Pool
Air conditioning
Newark
Meals not included
3 nights + flight
€1,354
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
San Francisco
Meals not included
3 nights + flight
€595
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
Air conditioning
Boston Logan Intl
Meals not included
3 nights + flight
€1,186
Governors Village - George Town - Bedroom
Governors Village - George Town - Bedroom
Governors Village
9.3 Wonderful
Parking
Free Wi-Fi
Pool
Air conditioning
San Francisco
Meals not included
3 nights + flight
€580
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
Air conditioning
San Francisco
Meals not included
3 nights + flight
€640
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
Air conditioning
San Francisco
Meals not included
3 nights + flight
€746
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
San Francisco
Breakfast
3 nights + flight
€820
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
Air conditioning
San Francisco
Meals not included
3 nights + flight
€604
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
Air conditioning
Boston Logan Intl
Meals not included
3 nights + flight
€1,055
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
8.8 Very Good
Parking
Free Wi-Fi
Pool
Air conditioning
San Francisco
Breakfast
3 nights + flight
€644
The Ritz-Carlton Grand Cayman - George Town - Balcony
The Ritz-Carlton Grand Cayman - George Town - Balcony
The Ritz-Carlton Grand Cayman
9.1 Wonderful
Parking
Free Wi-Fi
Pool
Pet friendly
Boston Logan Intl
Meals not included
3 nights + flight
€1,379

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