Heart Rates May Rise
Embrace warm discounts and offers in the Cayman Islands! Looking for the perfect tropical escape? Discover unbeatable travel deals to the Caribbean, including some of the best travel deals to the Caribbean available this season. Whether you're planning ahead or searching for last minute travel deals to the Caribbean, there are plenty of affordable options to suit every traveler.
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
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.
Governors Village
Book for 6 Nights, Pay for 5 & receive $50 Voucher Food and Drink Voucher for The Village Cafe
Book 6 nights or more and receive 1 night free.
You’ll also receive a $50 voucher to spend at The Village cafe & bar, our on-site restaurant.
Minimum stay of 6 days. Offer valid up until
Sunset Cove Condos
Fall Only in Cayman Special
Every 4th Night is Free! Call 1-800-999-1338 or 1-641-435-2001 to book this special.
Some blackout dates, special terms and restrictions may apply.
Breezy Bay
Stay a FREE night oceanfront in Cayman
Book 6 nights get 7th FREE (or Book 3 nights, get 4th night 50% off)
Book your relaxing oceanfront stay.
Stay between: 1 September – 16 November 2025
Kimpton Seafire Resort + Spa
Stay Longer & Save More
Stay longer & save up to 20% Minimum 4-night stay. Subject to availability & blackout dates
reservations@seafireresortandspa.com
Coconut Bay Unit #114
US$100 off your stay
US$100 off any stay between September 1 and November 30, 2025. Use code FALL100 when booking on our website.
Casa Caribe Condominiums
Endless Summer Special
Enjoy even more sunshine with our Endless Summer Special: stay 7 nights, pay for just 5 when you travel between Oct. 1–31, 2025.
Visit website.
Turtle Nest Inn
Fall Special 2025
Book seven nights, rental car included, we'll discount the rate by $100.
Up to two guests, subject to availability, must receive your inquiry by email or our website form.
So Serene
Book a 7 night stay and receive a $200 gift card for Empty Suitcases Vacation Equipment Rentals!
Book at http://www.vrbo.com/3006333 and receive a $200 gift card toward bikes, paddleboards, kayaks, beach chairs, infant equipment, and much more!
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 Cayman Marriott Resort
Escape to Grand Cayman with Cayman Airways!
- Minimum length of stay 4 nights
- 15% off retails rates
- USD$200 resort credit per stay
Promo code: E400
Hampton by Hilton Grand Cayman
Fall into Savings: Enjoy 23% Off Your Stay!
Enjoy 23% off, a free upgrade to a One-Bedroom Suite, breakfast for two & 20% off food and drinks at Hampton by Hilton Grand Cayman!
Flexible 24-hour cancellation policy. This offer may not be combined with any discounts or offers.
Harbour Heights
Summer Special
20% off select units on min. 7-night stays, travel by Aug. 31, 2025. 30% off on min. 7-night stays, travel Sept. 1 and Oct. 31, 2025.
Wyndham Reef Resort Grand Cayman
Sun. Sand. Summer Starts Here. Up To 40% Off
Summer is now on sale with up to 40% off when you book by Oct 31, 2025, for travel through December 19, 2025.
Summer Sale is subject to availability, and rates and % discounts may vary.
The Ritz-Carlton, Grand Cayman
STAY LONGER WITH US
Extend your stay and enjoy exclusive savings—book 4 or more nights and save up to 25% on your next getaway.
Offer valid for 4+ night stays through Mar 31, 2026. Subject to availability; blackout dates apply.
Botanica - Luxury Cottages
Spring into Summer Fun at Botanica
Take 10% off your summer bookings at Botanica. Mention the promotion code: TAKE10
Kindly note that we have a 4 night minimum stay requirement.
30 days cancellation notice required.
Hotel Indigo Grand Cayman
Stay Longer and Save
Savings as low as 25% off for qualifying stay of 4 nights or more. 1 night deposit due at time of booking
Wyndham Reef Resort Grand Cayman
Escape To The Reef - Fall Sale Up To 50% Off
Book by Oct 15, 2025, for travel until Dec 19, 2025, for up to 50% off Regular Room Rates (Room Only Rate). 3-Night Minimum required
3-night minimum is required. Not combinable with other promotions unless noted. Restrictions apply
Holiday Inn Resort, Grand Cayman
Fall Offer
Stay Longer and Save with Breakfast. Save up to 25%
Must stay 3 nights minimum and book at least 3 days in advance
Wyndham Reef Resort Grand Cayman
Savor the Savings – Up to 40% Off the Only All-Inclusive Resort in Grand Cayman!
Save up to 40% on beachfront, all-inclusive stays with meals, drinks, and more included. Limited-time offer for travel through Dec 19, 2025.
Must be booked by October 15, 2025. Offer valid on new reservations only. Terms apply.
Discovery Point Club
Stay 6 nights, get the 7th night free!
Pay for a 6 night stay and get a 7th night free of charge!
Holiday Inn Resort, Grand Cayman
Every 3rd Night Free this Summer
Get Every 3rd night free! Rate includes breakfast for up to 4 guests.
One breakfast entrée, coffee or tea, and juice for up to 4 guests. Must book 3-30 days in advance.
Grand Caymanian Resort
Flash Sale- 30% off
30% off our Daily Rate. Includes breakfast for up to 2 guests. One Entrée, coffee or tea and juice. Vouchers issued at check in.
Includes breakfast for up to 2 guests. One Entrée, coffee or tea and juice.
Kimpton Seafire Resort + Spa
Resort Credit
Receive up to $200 resort credit, per stay, to be used for incidentals including restaurants, room service and spa. Minimum Stay of 4 nights is req’d.
Minimum Stay of 4 nights is reqired.
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.
Sunset Cove Condos
Fall Only in Cayman Special
Every 4th night is for free! Please call 1-800-999-1338 or 1-641-435-2001 to book this special.
Some blackout dates as well as special terms and restrictions may apply.
Cayman Villas
Celebrating 55 Years in Business! Special 5.5% Discount for all Cayman Airways guests~!
Celebrating 55 Years in Business, Cayman Villas is offering a 5.5% Discount to all Cayman Airways passengers. Please contact us directly to book!
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.
Turtle Nest Inn
Turtle Nest Inn, 2025
Book 7 nights, pay for only 6. Full apartment on the beach with kitchen, rental car included.
Up to two guests, subject to availability, must receive your inquiry by email or our website form.
Le Soleil D’Or
Cayman 2025 Summer Promotion
Enjoy complimentary round-trip transportation to/from airport. One farm tour per stay. Daily complimentary Amercian Plan breakfast for two.
This offer is only valid for October 01st to November 30th
Portofino Gardens #10
Fall Campaign
Escape to West Bay Oasis—your private island retreat in Grand Cayman. Stay 3+ nights and get 20% off with code FALLSPECIAL
VIDA
Book direct and get the best rates + $25 restaurant credit
Your haven for tranquility awaits in our top-notch luxury apartments. Book now and elevate your escape! Explore Vida Cayman’s Special Deals & Packages
Bliss Beach House
Secluded Waterfront Beach House on Cayman Brac
When you contact us, let us know to apply the CIDOT 20% off for any available bookings between April 17-0ctober 4.
The Residences at The Ritz-Carlton
2 Nights Free
Book a stay of 5 nights, and receive 2 nights free
email our team for the best rates and offers
Boggy Sands Club
Fall staycation promotion
Our 4 bedroom 4 bath units sleep up to 10 guests for 799 per night. Book 7 nights and get 2 nights free!!!
Westin Grand Cayman Seven Mile Beach Resort and Spa
Soak Up the Sun and Savor the Flavors
Enjoy $150 F&B Credit to indulge in cocktails, seaside dining, and unforgettable sunsets
Valid for a minimum of 4-night stay, subject to availability. Blackout dates are applicable.
Harbour Heights
Summer Special
Save 30% on select units for minimum 7-night stays, travel between Sept. 1 and Oct. 31, 2025.
Westin Grand Cayman Seven Mile Beach Resort and Spa
Cayman Airways 5th Night Free + $200 Resort Credit
Extend your island getaway with The Westin Grand Cayman and Cayman Airways.
*Must be traveling Cayman Airways, must present airline ticket at check-in. See website for more.
Attractions
SeaLand Adventure Tours
Glass Bottom Boat
Bring your group to celebrate the special day on water with lot of fun!
Services
SaveMore Rent-A-Car Ltd.
Get 20% off your next Grand Cayman Car Rental Booking
Click on the offer link to automatically apply 20% discount off online car rental rates from SaveMore Rent-A-Car.
Offer valid for car rental bookings between February 1, 2025 to December 31, 2025.
Shopping
Rockys Diamond Gallery
Special Offer for Grand Cayman Layout Necklace
Show this advert and save another $ 20 from the already special deal. Save over 60% from the original price.
One per person.
Watersports
Red Sail Sports
Dive and Sail package -FREE Sunset Sail
Dive & Sail with Red Sail Sports! Enjoy daily Grand Cayman dives, top sites, discounted rates, plus a free sunset sail when you book a package.
Crazy Crab Private Boat Charters
Save 15% on a Tailored Private Boat Charter from Sept 1st to Nov 16th with Discount Code FALL25
Tailor your private adventure with awesome experiences, including Stingray City, Starfish Point, Guided Snorkeling, Bioluminescent Bay and more.
Ocean Frontiers Ltd
Green Shorts Express
‘All-aboard’ for the Green Shorts Express, Roll Out of Bed and onto the Dive Boat… Unlimited diving and snorkeling, accommodations, breakfast, & more!
Restricted to select dates. Minimum 5 night stay, maximum 10 nights.
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!