Cayman Islands Travel Deals

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.

Book Now

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.

Book Now

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.

Book Now

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.

Book Now

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.

Book Now

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.

Book Now

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.

Visit Website

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.

Book Now

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.

Book Now

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.

Book Now

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.

Book Now

Accommodations

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.

bookings@staylocale.com

1 (345) 233-7829

Pickleball Cayman Liability Waiver must be e-signed before your first pickleball session.

Visit Website

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.

reservations@onecanalpoint.com

Visit Website

Wyndham Reef Resort Grand Cayman

All-Inclusive Winter 2025 On Sale

Book early for 2025 travel to save on the all-inclusive package at the Wyndham Reef Resort. Book by Jan 31, 2025 for travel through Dec 19, 2025.

reservations@wyndhamcayman.com

888-232-0541

Stays of 4 nights or longer will apply. Winter Sale must be secured at time of booking.

Book Now

Airlines

Cayman Airways

Roundtrip airfare on sale from Tampa to the Cayman Islands

Your Caribbean Adventure Awaits. Fly nonstop from Tampa to the Cayman Islands with roundtrip airfare starting as low as US$371. Book Now and Save!

(800) 422-9626

Terms and Conditions Apply.

Book Now

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!