Search Deals on
North Side Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

Interesting place to visit... great to see what's under your feet

Photo by Paul Shaffer -Dee

North Side
Cayman Islands
Caribbean
Hotwire.com

North Side Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Cayman Luxury Rentals at The Grove

3.5 out of 5

Save 100% on your flight

Price was $1,977, price is now $1,221 per person

$1,221

per person

Feb 4 - Feb 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

Stay at this apartment in Seven Mile Beach. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.

Kimpton Seafire Resort + Spa by IHG

5 out of 5

Save 100% on your flight

Price was $3,988, price is now $2,335 per person

$2,335

per person

Jan 2 - Jan 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.

Cayman Luxury Rentals at One Canal Point

4 out of 5

Save 100% on your flight

Price was $3,008, price is now $1,779 per person

$1,779

per person

Feb 4 - Feb 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

Stay at this villa in Seven Mile Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.

Hotel Indigo Grand Cayman by IHG

4.5 out of 5

Save 100% on your flight

Price was $3,006, price is now $1,946 per person

$1,946

per person

Feb 4 - Feb 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 4 restaurants. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.

Black Urchin

4.5 out of 5

Save 100% on your flight

Price was $12,010, price is now $7,866 per person

$7,866

per person

Feb 4 - Feb 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

Book a stay at this luxury hotel in Bodden Town. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Boddentown Art Shop and Mission House are located nearby.

Grand Cayman Marriott Resort

4.5 out of 5

Save 100% on your flight

Price was $2,297, price is now $1,515 per person

$1,515

per person

Feb 4 - Feb 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.

Ocean Paradise

4 out of 5

Save 100% on your flight

Price was $2,723, price is now $1,834 per person

$1,834

per person

Feb 4 - Feb 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

Book a stay at this beach vacation home in North Side. Enjoy free WiFi, free parking, and a garden. Popular attractions Cayman Kai Public Beach and Star Fish Point are located nearby.

Club Suites at Rum Point

4 out of 5

Save 100% on your flight

Price was $4,525, price is now $3,098 per person

$3,098

per person

Feb 4 - Feb 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to George Town (GCM)

Book a stay at this beach hotel in North Side. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Rum Point Beach and Cayman Kai Public Beach are located nearby.