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!
Packages
VIDA
Cayman Airways at Vida Cayman
Save 10% with Cayman Airways at Vida Cayman.
Book Your Stay & Fly with Cayman Airways
Receive Your 10% Discount
Accommodations
Holiday Inn Resort, Grand Cayman
Every 3rd Night Free this Summer
10% commission applies to daily rate.
Travel Window: May 1, 2025 - Aug 31, 2025
Booking Window: Apr 28, 2025 - Aug 17, 2025
One breakfast entrée, coffee or tea, and juice for up to 4 guests. Must book 3-30 days in advance.
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.
Westin Grand Cayman Seven Mile Beach Resort and Spa
Cayman Airways 5th Night Free + $200 Resort Credit
10% commission on retail rates
Travel Window: May 1, 2025 - Oct 31, 2025
Booking Window: Feb 1, 2025 - Oct 26, 2025
*Must be traveling Cayman Airways, must present airline ticket at check-in. See website for more.
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.
Grand Caymanian Resort
Summer Flash Sale- 30% off
10% commission on net daily rate
Travel Window: May 1, 2025 - Aug 31, 2025
Booking Window: Apr 28, 2025 - Aug 17, 2025
Includes breakfast for up to 2 guests. One Entrée, coffee or tea and juice.
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.
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.
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.
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
Holiday Inn Resort, Grand Cayman
A SLICE OF CAYMAN PARADISE
Travel Window: Jan 28, 2025 - Dec 19, 2025
Booking Window: Jan 28, 2025 - Dec 19, 2025
Credit is not applicable towards room rate. taxes or service fees.
Le Soleil D’Or
Discover Cayman Brac with a day trip to Le Soleil d’Or!
Enjoy complimentary airport transfer, a tour of the Le Soleil d’Or Farm, followed by lunch for USD$128*
*Please provide 48 hours notice for bookings.
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.
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.
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.
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
Grand Cayman Marriott Resort
7th Night Free Offer
- Commissionable Rate
Travel Window: Apr 25, 2025 - Mar 31, 2026
Booking Window: Apr 25, 2025 - Nov 30, 2025
Promo code: LTS
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!
Wyndham Reef Resort Grand Cayman
All-Inclusive Summer Sale Up To 10% Off in Grand Cayman
Travel Agents earn up to 12% commission when booking directly at Wyndham Reef Resort. Contact reservations@wyndhamcayman.com for details.
Travel Window: Apr 1, 2025 - Dec 19, 2025
Booking Window: Apr 1, 2025 - Jun 2, 2025
Stays of 4 nights or longer will apply. Summer AI Sale must be secured at time of booking.
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
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
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.
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.
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.
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.
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.
Grand Caymanian Resort
5th Night Free
Stay Longer, Relax More. Get your 5th night is completely FREE—more time to relax, explore, and create unforgettable memories.
Must stay 5 nights or more.
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.
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.
Sunset Cove Condos
5th Night Free
Travel Window: May 1, 2025 - Aug 31, 2025
Booking Window: Apr 8, 2025 - Aug 31, 2025
5 night min stay required. Some additional terms, blackout dates and restrictions may apply.
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
Cobalt Coast Grand Cayman Resort
Spring Savings
Now’s the time to plan your spring escape! Book direct and enjoy up to 30% off select room categories for stays through June 30, 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
Wyndham Reef Resort Grand Cayman
Sun. Sand. Summer Starts Here. Up To 35% Off
Travel Agents receive 12% commission when they book direct. Contact us at reservations@wyndhamcayman.com to check availability.
Travel Window: Apr 1, 2025 - Dec 19, 2025
Booking Window: Apr 1, 2025 - Jun 2, 2025
Summer Sale is subject to availability, and rates and % discounts may vary.
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.
Airlines
Cayman Airways
Endless summer, timeless memories with Cayman Airways - Miami Sale Fare
Travel advisors earn up to 5% commission on tickets sold.
Travel Window: Jun 1, 2025 - Jun 30, 2025
Booking Window: May 18, 2025 - May 24, 2025
Terms apply. Limited seats; fare may not be available on all flights.
Attractions
SeaLand Adventure Tours
Glass Bottom Boat
Travel Window: Apr 20, 2025 - Sep 30, 2025
Booking Window: Apr 21, 2025 - Sep 30, 2025
Services
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!!
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
Cayman Kind Watersports Ltd.
Make It Even More Magical – 20% Off Private Charters!
Explore Grand Cayman by sea with Cayman Kind Watersports—stingrays, reefs & more! Get 20% off with code MAGIC20.
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.
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!