Follow us on:

“Chatting with Holly” and Barry O’Callaghan of CLIFF

17th February 2021

CLIFF is a blend of contemporary, cutting edge boutique hotels combined with the traditional values that Irish hospitality is all about” Barry O’Callaghan

Holly caught up with the charming Barry O’Callaghan recently to hear about his exquisite collection of 5 star boutique hotels in Ireland – CLIFF. Owner of CLIFF and Chairman of Rise Global, Barry is renowned as one of Ireland’s finest visionary and creative minds in the world of education and his love of Ireland and in particular Ardmore in County Waterford, is very apparent in each of his unique hotel offerings.

CLIFF is made up of 4 properties : The Cliff House, Cliff Townhouse, Cliff at Lyons and his latest endeavour, the stunning private residence, Cliff Beach House, which perches perfectly on the cliff above the The Cliff House in Ardmore Bay, arguably one of the prettiest fishing villages in Ireland.

What is evident in each of the CLIFF properties is their sense of place, each are reflective of the community they are in and blend a mix of heritage and history with a contemporary flair. Barry is very proud to have 2 Michelin Star restaurants in the group; ‘Aimsir’ holds a two star at Cliff at Lyons plus the ‘House Restaurant’ at the Cliff House in Ardmore, but hastens to add that while these are inspired culinary experiences, dining options are counter balanced with the more traditional bar menus and pints of Guinness, that visitors also expect on a trip to Ireland.


In addition to the hotel accommodation, CLIFF also offers exclusive-use offerings in all properties, allowing small groups and families to get away from it all and relax in safe, comfortable surroundings located in the most beautiful locations with an abundance of activities and experiences to be enjoyed. Perfect for the longer stays!


Listen to Holly’s Podcast to learn more about the collection, and the wonderful things that can be experienced during a stay; from famous pilgrimage cliff walks, sea swimming, mindfulness and wellbeing in the spectacular award winning spas, to name but a few.





  • "Probably the best of the best in the UK and Ireland for organising amazing trips. They know their stuff, have fantastic relationships with suppliers and always go the extra mile."

    Rob Arrow, Al Tayyar Group

  • "Lovely suite. Fabulous private tours. Everything has exceeded our expectations. "

    William A Heim, Client

  • "I had the most wonderful time with you and learned so much...What you offer is rare and much needed in the truly exclusive travel world. "

    Jean Newman-Glock, Signature Travel Network

  • "You were the heart and soul of the trip….I truly admired your sunny personality, sense of humor, organization and professionalism.  You also demonstrated  that a guide’s work is never done as you were constantly researching….. Did you ever rest??? "

    Sharon Delano, Frosch

  • "We want to thank you and the team from Dream Escape.  All six of us in our group had a wonderful time, and we all agreed we owed that in large measure to the work of Dream Escape. From the onset of working with you, you demonstrated a tremendous knowledge about all the activities we wished to pursue —from playing golf to dining at excellent restaurants to seeing historical sites and the Tattoo and Fringe Festival.  And, then you executed "

    Thomas Cohen, Client

  • "THANK YOU a zillion times over for choosing/assigning Rosie to be with this family.  She MADE the trip for them – there’s no other way to put it! "

    Jill Jergel, Frontiers International Travel

  • "Our holiday in Scotland now tops their lists of best trips…… To their growing list of amazing and memorable first-time experiences, our sons may add fishing for trout and salmon on the River Tay; steering a motor boat on Loch Ness; and taking private guided tours on Culloden Moor Of the eight full days we were in Scotland, Alex and Mattie thought each and every day was the best"

    Michael Guadarrama & Trammi Nguyen, clients of Peter Carideo. CRC Travel

  • "All six of us were deeply moved by the whole experience. Bravo Dream Escape "

    Max Levy, Direct client

  • "Thank you Karen and all of the staff and guides affiliated with Dream Escape…..the Flemings are having an awesome tour of Scotland. You all have made me look like a star! "

    Joni Gerace, The Travel Society, LLC

  • "Thanks for all your help and we can chalk this one up as a big success!   Our anniversary celebration was all we could have hoped for "

    Clients of Courtney Regan, Affiliate of Brownell Travel

  • "Rosie was MORE than outstanding – she went out of her way to help us in every regard...She was so knowledgeable – we all loved her"

    Jill A. Jergel, Frontiers International Travel

  • "I cannot thank you, Nicola and all the Dream Escape “clan” for the wonderful care & attention you have provided, and are providing for my clients"

    Cindy Evans, Travel Consultant

  • "I hope I have another opportunity to work with Dream Escape in the near future. The company is so professional, yet approachable and easy to work with. It has been a pleasure!"

    Carole McFarland, Universal Travel

  • "Dream Escape is delivering in a superb manner. Jim Johnston is a great driver and one of the best guides we've had - I wish to very much thank the Dream Escape Team for fulfilling a Dream…"

    Donald M. Davis, President, Luxury Travel, Inc.

  • "Thank you all so much it's great to have trusted friends on the ground to take care of our clients!"

    Peter Carideo, CRC Travel

  • "The trip was great.... Dream Escape is the name of the game"

    Ann Lipschitz, Worldview Travel

  • "Your level of service is just outstanding"

    Debra Fini, VWTI

  • "Dream Escape don’t just organise trips – they create adventures"

    Financial Times, How to Spend it

  • "It was, without doubt, one of the most spectacular weekends I have ever had"

    Country Life

  • "David Tobin’s an ace at getting inside private castles and estates and he’s well connected.... "

    Conde Nast Traveller Magazine

  • "The level of service they provide is outstanding. They truly care about every aspect of the trip to ensure you have a fantastic stay. Rosie is a hidden gem of a tour guide. Just fabulous."

    Yvonne Malka, Signature Travel Network, April 2018