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Book Exclusive Cayman Islands Vacation Packages
Cayman Islands Flight + Hotel Packages
Mon, Nov 11 - Sat, Nov 16
Logan Intl. - Owen Roberts Intl.
$2,363
The price now is $1,768 per person
Sat, Nov 9 - Wed, Nov 13
Logan Intl. - Owen Roberts Intl.
$1,725
The price now is $1,295 per person
Sat, Nov 9 - Wed, Nov 13
Logan Intl. - Owen Roberts Intl.
$878
The price now is $717 per person
Mon, Nov 11 - Sat, Nov 16
Logan Intl. - Owen Roberts Intl.
$1,383
The price now is $1,198 per person
Sat, Nov 9 - Wed, Nov 13
Logan Intl. - Owen Roberts Intl.
$848
The price now is $755 per person
Sat, Nov 9 - Wed, Nov 13
Logan Intl. - Owen Roberts Intl.
$1,145
The price now is $1,033 per person
Sat, Nov 9 - Wed, Nov 13
Logan Intl. - Owen Roberts Intl.
$1,020
The price now is $926 per person
Sat, Nov 9 - Wed, Nov 13
Logan Intl. - Owen Roberts Intl.
$3,425
The price now is $3,138 per person
Sat, Nov 9 - Wed, Nov 13
Logan Intl. - Owen Roberts Intl.
$2,187
The price now is $2,009 per person
Sat, Nov 9 - Wed, Nov 13
Logan Intl. - Owen Roberts Intl.
$1,762
The price now is $1,620 per person
Sat, Nov 9 - Wed, Nov 13
Logan Intl. - Owen Roberts Intl.
$1,433
The price now is $1,319 per person
Sat, Nov 9 - Wed, Nov 13
Logan Intl. - Owen Roberts Intl.
$802
The price now is $741 per personCayman Islands Flight + Hotel Packages - 3 Night Stay
Thu, Nov 28 - Sun, Dec 1
Liberty Intl. - Owen Roberts Intl.
$2,233
The price now is $1,949 per personThu, Nov 28 - Sun, Dec 1
Liberty Intl. - Owen Roberts Intl.
$1,908
The price now is $1,705 per personSun, Dec 15 - Wed, Dec 18
John F. Kennedy Intl. - Owen Roberts Intl.
$1,109
The price now is $996 per personWed, Nov 6 - Sat, Nov 9
Liberty Intl. - Owen Roberts Intl.
$750
The price now is $680 per person
Sat, Oct 26 - Tue, Oct 29
John F. Kennedy Intl. - Owen Roberts Intl.
$1,236
The price now is $1,133 per personWed, Nov 6 - Sat, Nov 9
Liberty Intl. - Owen Roberts Intl.
$1,435
The price now is $1,329 per personCayman Islands Flight + Hotel Packages - 4 Night Stay
Sat, Nov 9 - Wed, Nov 13
Logan Intl. - Owen Roberts Intl.
$1,725
The price now is $1,295 per personWed, Dec 11 - Sun, Dec 15
Logan Intl. - Owen Roberts Intl.
$1,677
The price now is $1,265 per personSat, Nov 9 - Wed, Nov 13
Logan Intl. - Owen Roberts Intl.
$878
The price now is $717 per personWed, Dec 11 - Sun, Dec 15
Logan Intl. - Owen Roberts Intl.
$855
The price now is $734 per person
Sat, Nov 9 - Wed, Nov 13
Logan Intl. - Owen Roberts Intl.
$1,030
The price now is $907 per personSun, Dec 15 - Thu, Dec 19
John F. Kennedy Intl. - Owen Roberts Intl.
$1,403
The price now is $1,248 per personCayman Islands Flight + Hotel Packages - 5 Night Stay
Mon, Nov 11 - Sat, Nov 16
Logan Intl. - Owen Roberts Intl.
$1,383
The price now is $1,198 per personSun, Dec 1 - Fri, Dec 6
John F. Kennedy Intl. - Owen Roberts Intl.
$1,809
The price now is $1,660 per person
Wed, Nov 6 - Mon, Nov 11
NYC-All Airports - Gerrard Smith Intl.
$1,980
The price now is $1,953 per personSat, Nov 16 - Wed, Nov 20
Logan Intl. - Owen Roberts Intl.
$1,432
The price now is $1,093 per personSat, Nov 16 - Wed, Nov 20
Logan Intl. - Owen Roberts Intl.
$1,410
The price now is $1,079 per personSat, Nov 16 - Wed, Nov 20
Logan Intl. - Owen Roberts Intl.
$817
The price now is $675 per personCayman Islands Flight + Hotel Packages - 6 - 7 Night Stay
Wed, Nov 20 - Wed, Nov 27
Logan Intl. - Owen Roberts Intl.
$3,327
The price now is $2,395 per personWed, Nov 20 - Wed, Nov 27
Logan Intl. - Owen Roberts Intl.
$2,245
The price now is $1,654 per personWed, Nov 20 - Wed, Nov 27
Logan Intl. - Owen Roberts Intl.
$1,222
The price now is $1,059 per personWed, Nov 20 - Wed, Nov 27
Logan Intl. - Owen Roberts Intl.
$2,447
The price now is $2,151 per personWed, Nov 20 - Wed, Nov 27
Logan Intl. - Owen Roberts Intl.
$1,955
The price now is $1,729 per personWed, Nov 20 - Wed, Nov 27
Logan Intl. - Owen Roberts Intl.
$2,081
The price now is $1,898 per personTop Cayman Islands Hotels Deals
Price for 1 night 2 adults*
Per night/room
Sep 22 - Sep 23
Kimpton Seafire Resort and Spa
60 Tanager Way, Seven Mile Beach, Grand CaymanA full-service spa, 4 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.
Per night/room
Sep 22 - Sep 23
The Ritz-Carlton, Grand Cayman
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand CaymanThis luxury resort features a golf course, a full-service spa, and 5 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Bring the family and enjoy the children's club, children's pool, and playground.
Per night/room
Sep 21 - Sep 22
Sunshine Suites Resort
1465 Esterley Tibbetts, Seven Mile Beach, Grand CaymanThis hotel features a restaurant, an outdoor pool, and a poolside bar. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the fitness center and free perks like continental breakfast and free self parking.
Per night/room
Sep 21 - Sep 22
Margaritaville Beach Resort Grand Cayman
269 West Bay Road, Sunset Cove, Seven Mile Beach, Grand CaymanA private beach, 4 restaurants, and 3 outdoor pools are all featured at this resort. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a children's pool, and complimentary bicycles are available on site.
Per night/room
Sep 24 - Sep 25
Comfort Suites Seven Mile Beach
West Bay Road, 22 Pipers Way, Seven Mile Beach, Grand CaymanThis hotel features a restaurant, an outdoor pool, and a poolside bar. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Enjoy the spa tub and free perks like buffet breakfast and free self parking.
Per night/room
Sep 21 - Sep 22
Wyndham Reef Resort Grand Cayman
2221 Queens Highway, Collier's Bay, East End, Grand CaymanA full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this resort. Relax beachside with sun loungers and cool off with a drink at the beach bar. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare.
Per night/room
Sep 21 - Sep 22
Grand Cayman Marriott Beach Resort
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand CaymanA full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free resort. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. There's fun for all ages with a children's club and an arcade/game room, and free childcare is an added bonus.
Per night/room
Sep 21 - Sep 22
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Seven Mile Beach, P.O. Box 30620, Seven Mile Beach, Grand CaymanA full-service spa, 4 restaurants, and an outdoor pool are all featured at this luxury resort. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Families will appreciate the children's club, kid-friendly dining, and supervised childcare.
Top Flight Deals to Cayman Islands
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Popular Vacation Package Destinations in Cayman Islands
Top All Inclusive Vacation Packages with Airfare
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^Savings based on all package bookings made with Flight + Hotel on Travelocity.com from January 1, 2018 to December 31, 2018, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.