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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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.

Accommodations

Holiday Inn Resort, Grand Cayman

Holiday Inn Resort, Grand Cayman

Holiday Inn Resort Grand Cayman

Book this special offer and receive daily complimentary breakfast for two.
Must stay 3 nights or more and book 3 days in advance for this special offer.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

Winter 2025 Now Up 30% Off on Room Only Rates

Save up 30% when they book early at the Wyndham Reef Resort for travel between Jan 4 - Dec 19, 2025, book by Jan 4, 2025
4-night min stay required 01/04-04/25/25 and 3-nights required 04/26-12/19/25.New bookings only
Holiday Inn Resort, Grand Cayman

Holiday Inn Resort, Grand Cayman

Stay Longer & Save

Stay 3 nights or more and save!
Must book 3 days prior to arrival
Grand Caymanian Resort

Grand Caymanian Resort

Grand Caymanian Resort

California 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.
The Locale Hotel

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.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

Winter 2025 Now Up 30% Off on Room Only Rates

Save up 30% when they book early at the Wyndham Reef Resort for travel between Jan 4 - Dec 19, 2025, book by Jan 4, 2025
4-night min stay required 01/04-04/25/25 and 3-nights required 04/26-12/19/25.New bookings only
ONE Canal Point

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

Grand Caymanian Resort

Grand Caymanian Resort

Get every 5th night free. This promotion qualifies for stays until December 19, 2024.
Must stay 5 nights or more.
Grand Caymanian Resort

Grand Caymanian Resort

Grand Caymanian Resort

California 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

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

Grand Caymanian Resort

GRAND CAYMANIAN RESORT

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

Grand Caymanian Resort

Grand Caymanian Resort

Get every 5th night free. This promotion qualifies for stays until December 19, 2024.
Must stay 5 nights or more.
Grand Caymanian Resort

Grand Caymanian Resort

Grand Caymanian Resort

Book Early and Save with this advance purchase promotion.
Full Prepay, non refundable.
The Locale Hotel

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

Grand Caymanian Resort

GRAND CAYMANIAN RESORT

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.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

All-Inclusive Summer Sale Wyndham Reef Resort

Save Now On The Wyndham Reef Resort All-Inclusive Summer Sale - Travel By Dec 20, 2024
Valid for new bookings only. Blackout dates apply. May not be combined with other promotions.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

All-Inclusive Summer Sale Wyndham Reef Resort

Save Now On The Wyndham Reef Resort All-Inclusive Summer Sale - Travel By Dec 20, 2024
Valid for new bookings only. Blackout dates apply. May not be combined with other promotions.
Holiday Inn Resort, Grand Cayman

Holiday Inn Resort, Grand Cayman

Holiday Inn Resort Grand Cayman

Book this special offer and receive daily complimentary breakfast for two.
Must stay 3 nights or more and book 3 days in advance for this special offer.
Grand Caymanian Resort

Grand Caymanian Resort

Grand Caymanian Resort

Book Early and Save with this advance purchase promotion.
Full Prepay, non refundable.
Wyndham Reef Resort Grand Cayman

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.
Stays of 4 nights or longer will apply. Winter Sale must be secured at time of booking.
Holiday Inn Resort, Grand Cayman

Holiday Inn Resort, Grand Cayman

Stay Longer & Save

Stay 3 nights or more and save!
Must book 3 days prior to arrival

Services

Eclipze Hair Design & Day Spa

Eclipze Hair Design & Day Spa

SPA ‘HAPPY HOUR"

SPA ‘HAPPY HOUR" Without going under the knife INDULGE in…. “A” Age Defying FIRM X or 24K GOLD Facial.
Eclipze Hair Design & Day Spa

Eclipze Hair Design & Day Spa

SPA ‘HAPPY HOUR"

SPA ‘HAPPY HOUR" Without going under the knife INDULGE in…. “A” Age Defying FIRM X or 24K GOLD Facial.

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!