Cayman Islands Travel Deals

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!  

Accommodations

Beach Living at Island Pine Villas 12

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.
Cayman Villas

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!
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

All-Inclusive SUPER SAVER Sale

Save up to 30% 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.
Aqua Bay Club

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.
Breezy Bay

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.
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.
VIDA

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.
Coconut Bay Unit #114

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.
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.
The Residences at The Ritz-Carlton

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
Westin Grand Cayman Seven Mile Beach Resort and Spa

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.
Governors Village

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
Beach Living at Island Pine Villas 30

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.
Grand Caymanian Resort

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.
Grand Cayman Marriott Resort

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

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.
The Grandview Condos

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
Harbour Heights

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.
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.
Kimpton Seafire Resort + Spa

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.
Bliss Beach House

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.
Sunset Cove Condos

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.
The Ritz-Carlton, Grand Cayman

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.
Sunset Cove Condos

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.
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.
Westin Grand Cayman Seven Mile Beach Resort and Spa

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.
Westin Grand Cayman Seven Mile Beach Resort and Spa

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
Plantana

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
Casa Caribe Condominiums

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.
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

Your Cayman Beachfront Getaway Awaits This Fall – Up to 40% Off

Your Fall escape 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.
Wyndham Reef Resort Grand Cayman

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.
Discovery Point Club

Discovery Point Club

5% discount on spring, summer, fall bookings

Enjoy a 5% discount on bookings between April 16 and December 18, 2025
Beach Living at Villas Pappagallo 22

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.
VIDA

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
Beach Living at Island Pine Villas 25

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.
Cayman Villas

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.
Holiday Inn Resort, Grand Cayman

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.
Beach Living at Island Pine Villas 1

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

Harbour Heights

Summer Special

Save 30% on select units for minimum 7-night stays, travel between Sept. 1 and Oct. 31, 2025.
Sunset Cove Condos

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.
Breezy Bay

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
Portofino Gardens #10

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
Turquoise Haze

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
Hotel Indigo Grand Cayman

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
Botanica - Luxury Cottages

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.
Le Soleil D’Or

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.
Turtle Nest Inn

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.
So Serene

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!

Attractions

SeaLand Adventure Tours

SeaLand Adventure Tours

Glass Bottom Boat

Bring your group to celebrate the special day on water with lot of fun!

Services

Eclipze Hair Design & Day Spa

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

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!!
CAYTOURS

CAYTOURS

General Offers

25% off of all tours we offer
SaveMore Rent-A-Car Ltd.

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

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

Ocean Frontiers Ltd

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.
Red Sail Sports

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.
Ambassador Divers Ltd

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!