May Leave you Breathless 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!
Airlines
Cayman Airways
Cayman Aiways 57th Anniversary Sale - Fall Travel
Nonstop to the Cayman Islands. Enjoy special fares as Cayman Airways celebrates its 57th anniversary. Terms apply.
Terms apply. Fares include taxes/fees. Limited seats; not available on all flights.
Accommodations
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.
Hampton by Hilton Grand Cayman
A Night On Us!
Make the most of summer in island bliss—stay 7 nights, pay for 6! Includes daily breakfast. Your 7th night is on us!
Flexible 24-hour cancellation policy. This offer may not be combined with any discounts or offers.
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.
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
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.
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
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
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
Beach Living at Island Pine Villas 12
7th Night Free
Summer Promotion: Book 6 nights and get the 7th night Free! One extra beach day bliss, one extra sunset, because you deserve it!
Not combinable with any other discount offers.
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
VIDA
SURF INTO SUMMER - 40% OFF
Now Through August
Whether it’s a quick getaway or a luxurious weeklong retreat, book your stay and enjoy exclusive savings through August 31st.
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.
Le Soleil D’Or
Cayman 2025 Summer Promotion
Cayman 2025 Summer Promotion. Enjoy complimentary round-trip transportation to/from airport. One farm tour per stay. Continental breakfast for two.
Cayman Villas
Pay for 4 nights and get the 5th night free
Pay for 4 nights and get the 5th night free on select properties.
Plantana
20% Off for Summer 2025 Stays
Take 20% off for new stays between 1 June and 31 August 2025 with code SUMMER20
Only for new bookings arriving between 1 June and 31 August 2025
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.
Beach Living at Island Pine Villas 1
7th Night Free
Summer Promotion: Book 6 nights and get the 7th night Free! One extra beach day bliss, one extra sunset, because you deserve it!
Not combinable with any other discount offers.
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
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.
Portofino Gardens #10
Summer Sale - 20% Off All stays of 3 or more nights
Enjoy your summer - take 20% off of any stay of 3 or more days
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!
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.
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.
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 Aug. 9–31, 2025.
Visit website.
Beach Living at Island Pine Villas 25
7th Night Free
Summer Promotion: Book 6 nights and get the 7th night Free! One extra beach day bliss, one extra sunset, because you deserve it!
Not combinable with any other discount offers.
Westin Grand Cayman Seven Mile Beach Resort and Spa
5th Night Free and US$100 Food & Beverage Credit
Stay & Play: The Summer Escape
The ultimate family-friendly getaway with more time to relax and more to enjoy.
Get 5th Night Free and enjoy a US$100 Food & Beverage Credit
Minimum length of stay of 5-nights
Sunset Cove Condos
5th Night Free
Every 5th Night is for Free. Travel window May 1 - August 31.
5 night min stay required. Some additional terms, blackout dates and restrictions may apply.
Breezy Bay
Book 6 nights get a 7th night free
Stay a free night in your private, oceanfront home in North Side, Grand Cayman. Book 6 nights get a 7th night free for stays May 1 – August 31, 2025.
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.
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.
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.
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.
Aqua Bay Club
Sizzling Summer Sale
Enjoy a 20% discount on 4+ nights in any 2-bedroom condo from May 1 – Sept. 6, 2025. Book directly using promo code SUMMER20 or contact us.
Beach Living at Villas Pappagallo 22
7th Night Free
Summer Promotion: Book 6 nights and get the 7th night Free! One extra beach day bliss, one extra sunset, because you deserve it!
Not combinable with any other discount offers.
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
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.
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.
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!
Discovery Point Club
5% discount on spring, summer, fall bookings
Enjoy a 5% discount on bookings between April 16 and December 18, 2025
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.
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
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.
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
Harbour Heights
Summer Special
Save 30% on select units for minimum 7-night stays, travel between Sept. 1 and Oct. 31, 2025.
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
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.
Beach Living at Island Pine Villas 30
7th Night Free
Summer Promotion: Book 6 nights and get the 7th night Free! One extra beach day bliss, one extra sunset, because you deserve it!
Not combinable with any other discount offers.
Turquoise Haze
7th Night Free and NO resort fees
Please message Adela Parlette for a quote through the website to receive the 7th night free and No resort fees
Must ask for a quote directly from website
Turtle Nest Inn
7 for 6 Summer Special!
Summer special: Book 7 nights in a full apartment on the beach (with kitchen), pay for only 6. Rental car included at no charge! Seaside pool.
Up to two guests, fee for third guest, subject to availability, inquiries by email please.
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.
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
The Grandview Condos
Free Nights
Book 6 consecutive nights and get 7th night free.
Book 10 consecutive nights and get 2 nights free
Book 6 consecutive nights and get 7th night free.
Book 10 consecutive nights and get 2 nights free
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.
Eclipze Hair Design & Day Spa
Unwind the Island Way 60 Minutes of Hot Stone Heaven for $109
Soothe sun-kissed skin with our Hot Stone Massage. A summer treat for visitors looking to relax, rejuvenate & make the most of their Cayman getaway.
Offer valid for Cayman visitors with proof of return airline ticket.
BABY KIT KY
BABYKITKY SUMMER PROMOTION 2025
Any baby equipment rentals for..
7 days or more gets 7th day free +5% for additional days!!
Rentals less than 7 days 10% discount!!
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.
Ambassador Divers Ltd
20% Off Private Charters!
Explore Cayman in style. Book a private charter with us and get 20% off during the summer campaign. Dive in, chill out — you’re in for a trip.
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!