Embrace warm discounts and offers in the Cayman Islands! Discover the allure of three islands, from 365 world-class dive sites to swimming with stingrays and wandering through the crystal caves. Savour the flavours of the Culinary Capital of the Caribbean with deals that cater to both luxury seekers and budget travellers. Whether you're chasing autumn deals or family getaways, our curated selection promises a memorable vacation for every explorer. Delve into the unmatched beauty and hospitality; your Cayman escapade awaits!
Packages
Air Canada Vacations
Grand Cayman Marriott Resort
Stay 7 nights at Grand Cayman Marriott and earn 8,000 Bonus Aeroplan points. Gorgeous oceanfront hotel on Seven Mile Beach.
Certain restrictions do apply. Please visit website for full details.
Air Canada Vacations
Grand Caymanian Resort
The hotel is the only resort situated on the North South Caribbean Sea, providing the most amazing sunrise views right from our sea-side pool area.
Certain restrictions do apply. vacations.aircanada.com website for full details.
Air Canada Vacations
Grand Cayman Marriott Resort
Stay 7 nights at Grand Cayman Marriott and earn 8,000 Bonus Aeroplan points. Gorgeous oceanfront hotel on Seven Mile Beach.
Certain restrictions do apply. Please visit website for full details.
Air Canada Vacations
Westin Grand Cayman Seven Mile Beach Resort
Book 7 nights at the Westin Grand Cayman Seven Mile Beach Resort and receive 4,000 Bonus Aeroplan points per member.
Certain restrictions apply. Please visit vacations.aircanada.com for full details.
Air Canada Vacations
Wyndham Reef Resort Grand Cayman
Wyndham Reef Resort Grand Cayman is located at the East End and provides unspoiled beaches and beautiful seascapes for your next island getaway
Certain restrictions apply. Please visit our website.
Air Canada Vacations
Sunshine Suites Resort
Book 7nts at and received 4,000 BONUS Aeroplan Points per member. Lodging is close to beautiful Seven Mile Beach, Golf course, shops and restaurants.
Certain restrictions apply. Please visit vacations.aircanada.com website for full details.
Air Canada Vacations
Grand Cayman Marriott Resort
Stay 7 nights at Grand Cayman Marriott and earn 8,000 Bonus Aeroplan points. Gorgeous oceanfront hotel on Seven Mile Beach.
Certain restrictions do apply. Please visit website for full details.
Air Canada Vacations
Westin Grand Cayman Seven Mile Beach Resort
Book 7 nights at the Westin Grand Cayman Seven Mile Beach Resort and receive 4,000 Bonus Aeroplan points per member.
Certain restrictions apply. Please visit vacations.aircanada.com for full details.
Air Canada Vacations
Sunshine Suites Resort
Book 7nts at and received 4,000 BONUS Aeroplan Points per member. Lodging is close to beautiful Seven Mile Beach, Golf course, shops and restaurants.
Certain restrictions apply. Please visit vacations.aircanada.com website for full details.
Air Canada Vacations
The Ritz-Carlton, Grand Cayman
Stay 7 nts at Ritz Carlton and earn 4,000 bonus Aeroplan
points. Set on Seven Mile Beach with spa, golf course, and children’s waterpark.
Certain restrictions do apply. Please visit website for full details.
Air Canada Vacations
Grand Cayman Marriott Resort
Stay 7 nights at Grand Cayman Marriott and earn 8,000 Bonus Aeroplan points. Gorgeous oceanfront hotel on Seven Mile Beach.
Certain restrictions do apply. Please visit website for full details.
Accommodations
Grand Caymanian Resort
Stay 3 Nights with Breakfast
Stay 3 nights and receive special discounted rates and get daily breakfast for two.
Breakfast includes one entrée, coffee or tea and juice. Must stay 3 nights minimum.
Grand Caymanian Resort
AAA and CAA
Save up to 15%. Must present AAA or CAA card at check in for this special rate.
Must present AAA or CAA card at check in for this special rate.
ONE Canal Point
Long Term Vacation Rentals
Discover your perfect long-term getaway at ONE Canal Point, where luxury meets convenience in the heart of Grand Cayman.
Grand Caymanian Resort
Stay 4 Nights + With Breakfast
Save up to 25%, breakfast included. One Entree, juice and coffee or tea. Breakfast is per person. Breakfast up to 4 guests per room & per reservation.
One Entree, juice and coffee or tea. Breakfast up to 4 guests per room & per reservation
Holiday Inn Resort, Grand Cayman
A SLICE OF CAYMAN PARADISE
A Slice of Cayman Paradise package includes a welcome cocktail for up to 2 adults upon arrival and a daily 50USD Food and Beverage Credit.
Credit is not applicable towards room rate. taxes or service fees.
Grand Caymanian Resort
5th Night Free
Get every 5th night free.
Must stay 5 nights or more.
Holiday Inn Resort, Grand Cayman
Stay & Dine
Stay and Dine includes a daily 50USD Food and Beverage Credit. Credit is not applicable towards room rate. taxes or service fees.
Unused portions of food and beverage credit are nonrefundable and hold no cash value.
Holiday Inn Resort, Grand Cayman
Stay Longer & Save With Breakfast
Special Savings when you stay longer and reserve in advance. Coffee or tea, juice and one entree per person.
Reservation requires 1 night nonrefundable deposit.
The Locale Hotel
Stay & Play - FREE Open Play Pickleball
Book our Stay & Play offer directly and enjoy FREE open play pickleball from 7-11am at Pickleball Cayman! Year-round, transportation not included.
Pickleball Cayman Liability Waiver must be e-signed before your first pickleball session.
Grand Caymanian Resort
Book Early & Save
Book Early and Save with this advance purchase promotion.
Full Prepay, non refundable.
Grand Caymanian Resort
California and Florida Residents Rate
CA & FL residents with a valid Resident ID from either state receive special discounted rates when booking a suite at The Grand Caymanian Resort.
1 night deposit is due at the time of booking. Must have valid license at check in to qualify.
Wyndham Reef Resort Grand Cayman
All-Inclusive Winter Sale Wyndham Reef Resort
Save Now On The Wyndham Reef Resort All-Inclusive Winter Sale - Travel By Dec 20, 2025
Valid for new bookings only. Blackout dates apply. May not be combined with other promotions.
FAQs
Interested in taking advantage of these fantastic Cayman Islands travel deals? We’ve got answers to some of the most frequently asked questions regarding the Cayman Islands deals, activities, and accommodations to help you start planning your next Cayman getaway.
Whether you’re looking for hotel discounts or attraction coupons, the Cayman Islands offers all kinds of vacation deals. With the Right Offers, you can save on your next trip to paradise. Start planning to explore the natural beauty, layered history, and luxury in the Cayman Islands today!