Vacations in Grand Cayman

Vacations in Grand Cayman

2 travelers

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

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

Cheap Grand Cayman 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

$593 - $1,396$1,396 - $2,198$2,198 - $3,000$3,000 - $3,803$3,803+ per night

Search by freebies

Free breakfastFree internetFree airport shuttleFree parking

Most popular Grand Cayman flight and hotel deals

Show all
Regal Beach Club #322 - George Town
Regal Beach Club #322 - George Town
Regal Beach Club #322
10 Wonderful
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$1,064
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
Newark
Breakfast
3 nights + flight
$667
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
New York John F Kennedy Intl
Meals not included
3 nights + flight
$651
One Canal Point - George Town - Pool
One Canal Point - George Town - Pool
One Canal Point
10 Wonderful
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$634
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
New York John F Kennedy Intl
Meals not included
3 nights + flight
$779
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
New York John F Kennedy Intl
Meals not included
3 nights + flight
$862
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
New York John F Kennedy Intl
Meals not included
3 nights + flight
$687
Villas of the Galleon - George Town - Kitchen
Villas of the Galleon - George Town - Kitchen
Villas of the Galleon
9.4 Wonderful
Free Wi-Fi
Newark
Meals not included
3 nights + flight
$1,171
Governors Village - George Town - Bedroom
Governors Village - George Town - Bedroom
Governors Village
9.2 Wonderful
Parking
Free Wi-Fi
Pool
New York John F Kennedy Intl
Meals not included
3 nights + flight
$714
Seven Mile Beach Resort & Club - West Bay - Pool
Seven Mile Beach Resort & Club - West Bay - Pool
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
$698
Hotel Indigo Grand Cayman By IHG - West Bay - Bedroom
Hotel Indigo Grand Cayman By IHG - West Bay - Bedroom
Hotel Indigo Grand Cayman By IHG
9.6 Wonderful
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Meals not included
3 nights + flight
$817
Grand Cayman Marriott Resort - George Town - Bar
Grand Cayman Marriott Resort - George Town - Bar
Grand Cayman Marriott Resort
8.4 Very good
Parking
Free Wi-Fi
Pool
Pet friendly
New York John F Kennedy Intl
Meals not included
3 nights + flight
$787
Prime Sunset Cove Condo - George Town - Beach
Prime Sunset Cove Condo - George Town - Beach
Prime Sunset Cove Condo
Free Wi-Fi
New York John F Kennedy Intl
Meals not included
3 nights + flight
$897
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
New York John F Kennedy Intl
Meals not included
3 nights + flight
$800
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
New York John F Kennedy Intl
Meals not included
3 nights + flight
$948
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
New York John F Kennedy Intl
Breakfast
3 nights + flight
$664

When to book a vacation in Grand Cayman

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

Where to stay in Grand Cayman

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

Everything you need to know for your vacation in Grand Cayman

Grand Cayman vacation: Search Grand Cayman vacation packages on KAYAK. KAYAK is a travel tool that searches Grand Cayman trips on hundreds of travel sites to help you find the Grand Cayman package that suits you best. Discover Grand Cayman deals now and book your Grand Cayman flight and hotel today.

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