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 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!

Accommodations

Accommodations

Grand Caymanian Resort

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.
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Grand Caymanian Resort

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.
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Wyndham Reef Resort Grand Cayman

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.
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Holiday Inn Resort, Grand Cayman

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.
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Grand Caymanian Resort

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
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Grand Caymanian Resort

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.
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Holiday Inn Resort, Grand Cayman

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.
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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.
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Holiday Inn Resort, Grand Cayman

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.
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Grand Caymanian Resort

Grand Caymanian Resort

Book Early & Save

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

Grand Caymanian Resort

5th Night Free

Get every 5th night free.
Must stay 5 nights or more.
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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!

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