Orlando Golf
Grand Cypress Golf Club
Orlando, Florida
2 Nights | Championship Course
Now From$765pp
Signia by Hilton Orlando
Championship Golf Near Orlando’s Best Resorts
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$1815pp
Stay at Signia by Hilton Orlando
Signia by Hilton Orlando delivers a classic Florida golf resort experience with a polished, modern edge. The on-site Waldorf Astoria Golf Club, designed by Rees Jones, is a reminder that resort golf doesn’t have to be soft. The layout is clean and strategic, with wide landing areas balanced by water hazards, sculpted bunkers, and firm greens that demand attention—especially from the tips.
The course is playable for mid-handicappers but still engaging for strong players, making it a solid choice for mixed groups. Conditions are consistently strong, and pace of play is well managed. Off the course, the resort feels spacious and relaxed, with large rooms, well-kept grounds, and easy access to everything on property.
Dining ranges from casual to upscale, and guests can move easily between the Signia and the neighboring Waldorf Astoria using shared amenities. With Orlando International Airport just 30 minutes away and theme parks close by, it’s an easy, stress-free golf getaway that works for both dedicated golf trips and combined family stays.
at a glance
Orlando, FL
7,108 Yards
Rees Jones Design
Stay & Play
Packages
3 Nights, 2 RoundsStay & Play
Strategic Course Design Includes tax & resort fees
Price valid:1 Jan – 31 Dec 2026Departs:Mon, Tue, Wed, Thu, Fri, Sat, Sun
3 nights
Bed & Breakfast
3 nights
Bed & Breakfast
2 Rounds at Waldorf Astoria Golf Club
Now From$1,815pp
Stay & Play Packages
Key Information
Expect a refined Florida golf stay where everything runs smoothly from start to finish. The course is consistently well presented, with firm fairways, tidy bunkering, and greens that roll true and reward a confident stroke. Water hazards keep you thinking, but the layout remains fair if you pick sensible lines.
Off the course, the resort feels spacious and calm, even during busy periods. Rooms are large and comfortable, service is polished without formality, and moving between golf, dining, and downtime is effortless. Tee times are well managed, the pace of play stays steady, and the overall experience feels organized, relaxed, and quietly professional.
Booked a trip to Spain with them…
Booked a trip to Spain with them, it was all made to go so smoothly from start to finish with some great suggestions and advice
Christmas Golf
I live in Spain and could have booked direct i am pleased I went via this company as I may book future golf trips to different destinations. My experience with them was very good and informative.
First golf tripped booked through this…
First golf tripped booked through this company and it was very easy, sent over details of what I wanted and they tailored the holiday to my liking. They were quick to reply to any question I had. Would definitely recommend.
Top service
Booked through this company it was a excellent trip & they ensured everything went smoothly. Top service.
Golf for 20 Clients
I am independent travel agent and they was able to book a golf trip for 20 clients and beat other quotes they received by £250 and an extra night than anticipated. They responded quickly and offered help and support where required. Thank you!
Easy to deal with
Easy to deal with, all over whatsapp. Prices were good – made some amendments which were easy. Used them a few times and never fail to deliver what’s needed.
Excellent service
Excellent service, very responsive and good value. Have already booked with them again
Affordable and Efficient
I have been using this company for the last 4 – 5 years to book and arrange our trips. We have arranged various UK trips from 6 playing golfers up to 16 playing golfers abroad and it is always as simple booking process with the quotations being very keen and clear on what’s included in the packages.
Great service in booking a golf holiday
I booked a golf holiday at Thracian Cliffs for four of us. After my initial inquiry, they got in touch and were been brilliant in every aspect by answering my many questions professionally and promptly.
Tailored Experiences
The team customized our entire trip perfectly. Great courses, seamless logistics, and zero stress. Will book again!
Resort Gallery
Golf Highlights
For many golfers, Signia by Hilton Orlando offers the right balance between serious golf and easy resort living. The Rees Jones design provides enough challenge to stay engaging, especially for stronger players, while remaining accessible for mixed ability groups. Staying on site keeps logistics simple, with everything close at hand and shared access to the wider Waldorf Astoria facilities adding extra variety. The location works in your favor too, close to the airport and Orlando attractions without feeling hectic. It’s a polished, dependable choice for golfers who want quality conditions, smart course design, and a resort that makes the entire trip feel straightforward and well considered.
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Why Choose Us
Comprehensive range of packages
With thousands of experiences worldwide, there’s a golf break for every golfer.
With thousands of experiences worldwide, there’s a golf break for every golfer.
Expert knowledge and support
We prioritize your experience, ensuring every detail is tailored to exceed your expectations.
We prioritize your experience, ensuring every detail is tailored to exceed your expectations.
Exclusive access to top courses
Gain access to some of the world's most prestigious and sought-after golf courses.
Gain access to some of the world's most prestigious and sought-after golf courses.
Customised itineraries
Enjoy bespoke itineraries designed around your preferences for an unforgettable golfing experience.
Enjoy bespoke itineraries designed around your preferences for an unforgettable golfing experience.
Customer satisfaction guaranteed
Choose from a wide variety of packages that cater to all tastes and budgets.
Choose from a wide variety of packages that cater to all tastes and budgets.
Get in Touch
Speak to one of our travel experts today and plan your next golf holiday