Ocean Holidays is a people-first group that has always believed in making travel personal. Founded in 2004 as a family business with just a small team selling over Teletext, we have become one of the UK’s fastest-growing travel groups through three distinct brands:

Ocean Florida – the largest direct-to-consumer Florida specialist in Europe

Winged Boots – a leader in bespoke luxury travel

Ocean Beds – the largest worldwide provider of Florida vacation home rentals to the global travel trade

Across all three brands, we believe the key to finding holiday happiness is a bespoke package that unites our expertise with your travel dreams at every stage.

Why Choose Us

Our Brands

Ocean Holidays Group offers a diverse range of holidays to suit the needs of everyone, whether it be families, couples or groups looking for relaxation, adventure, or the best of both worlds.

Our Reputation

From 5-star reviews to industry partnerships and winning numerous consumer awards, our reputation has been key to our unparalleled growth in recent years.

Our People

We strive to create a respectful and empowering culture that makes it possible for everyone to thrive, both in and outside of work, culminating in us being voted Employer of the Year.

Latest News

We are proud to have surpassed our £100K fundraising target for West Essex children’s hospice Haven House, following our fourth annual charity clay pigeon shooting event.
Harry and George Hastings accepting award for accessible holidays
We are proud winners of the inaugural Travel for All Award. Discover why we received this honour at the 2024 Travel Weekly Globe Awards and why it means so much to us.
https://www.youtube.com/watch?v=E1RiCcRCenA Ocean Florida…
Romford-based holiday provider, Ocean Florida, celebrates one…
Harry Hastings Co-CEO and Co-Founder, Ocean Florida said “We…
The Hastings and Ox brothers celebrating twenty years of Ocean Holidays at the US Embassy in London
Learn more about our year of celebrations, including giveaways, competitions and fresh new branding to mark Ocean Holidays' 20th anniversary.
As the son of two self-employed playwrights, our Co-founder and Co-CEO Harry Hastings has always had the self-belief and creative vision required to keep taking chances. However, as we approach our 20th anniversary, Harry discusses four lessons he would have taught his younger self sooner in the final story of our Founder Series.
In the third of our Founders Series, Daniel Ox, Managing Director of Ocean Holidays, discusses how the latest technology has always been integral to our innovation and how emerging AI can be a tool for improving human interaction instead of a threat.
In the second of our Founders Series, George Hastings, Managing Director of Ocean Holidays, discusses how we can learn from last year’s travel chaos to create a better holiday industry.

Our Brands

Ocean Florida

As the largest Florida specialist in Europe, Ocean Florida prides itself on providing expert and personal service with a smile. In the UK, we have a dedicated team of Florida experts who have all travelled and experienced the Sunshine State many times over.

Winged Boots

Launched in 2008, Winged Boots is a leader in personalised travel management with a focus on luxury leisure and corporate travel. The team at Winged Boots are specialists in booking bespoke travel itineraries to some of the most desirable destinations…

Ocean Beds

The newest addition to the Ocean Holidays family, Ocean Beds, was launched in 2013 as a USA business-to-business receptive tour operator. Based in Kissimmee, Florida and the UK, Ocean Beds delivers our own Florida homes programme, as well as providing…