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Tailor-made Holidays

Worldwide Tailor-Made Holidays

Let Tropical Sky help you create your dream luxury holiday

We understand the importance of crafting extraordinary getaways that are unique to you, so let your luxury experience start here. We're the experts when it comes to creating tailor-made holidays that capture your imagination and feed your desire to explore.

Tell our travel experts the basics of your ultimate Tropical trip and we'll do the hard work

Customer Testimonials

We have created hundreds of tailor-made holidays for new and existing customers, read some of our many customer testimonials

Hannah Skelton booked an amazing Caribbean holiday with Zach.
Aerial view of St James’s Club Morgan Bay

St James's Club Morgan Bay

St Lucia

"Big thank you to Tropical Sky who were brilliant with all our travel needs! Big thank you to Zach who booked our St Lucia holiday at Morgan Bay, provided efficient knowledge and helped with our additional queries and add-ons after the booking. Once again thank you."

Hannah Skelton
James Biggs booked stunning trip to St Lucia with Kaz.
Beachfront view at Smugglers Cove Resort & Spa

Smugglers Cove

St Lucia

“The person who was looking after us was a lady called Kaz who was very helpful and would like to thank her for making it so easy. The only problem I have is I now have to go back to St Lucia every year!”

James Biggs
Karen Arkell booked her dream Barbados holiday with Sally.

The SoCo


“An outstanding service throughout. From the start, advice given was exceptional, demonstrating an in-depth knowledge of the resort and destination. Staff could do only too much to help. The holiday was perfect.”

Karen Arkell
Kathryn Fleming booked a holiday to Dubai with Joel.
Movenpick IBN Battuta Gate pool area

Movenpick Ibn Battuta Gate


“The best service experience ever in connection with a holiday. Everything from travel consultant, holiday company, airline, transfers, hotel. Many thanks.”

Kathryn Fleming
Tony Shortland booked a lovely stay in Tobago with Barry.
Turtle Bay Tobago beachfront area

Turtle Bay


"Just to let you know how pleased we are in your colleague Barry King. From first call, Barry was attentive, polite and professional. Because of Barry and the fact he found us the holiday we have been looking for, it is for a while now we book our annual holiday with you. Thank you Barry for your professionalism"

Tony Shortland

Tailor-Made Holidays FAQ

Below are some questions we are often asked by people interested in tailor making their holiday.

Yes, at Tropical Sky we tailor-make your holiday experience. Nothing is too complicated – we can add domestic and international flights, and book multiple hotels. Whatever you want, we can provide it.


Transfers to your hotel are usually included in the price of the holiday, but we can also arrange alternative transfers or rental cars if that’s what you would like.


We have a great relationship with all of the resorts and hotels that we deal with and we are happy to pass on any requests you may have direct to them.


Yes, we offer regional flights to and from a number of our top destinations. We can also arrange domestic flights from a local airport to a larger one so that you can catch your international flight.


Yes, our staff are experts in their area and know the hotels very well. In addition to this we regularly inspect and vet the hotels we offer to ensure that they match our exacting standards for quality.


All-inclusive packages vary depending on the resort that you are staying at. All will include breakfast, lunch, dinner and selected drinks, as well as a variety of activities and entertainments. However, it is not uncommon for premium foods and drinks, and activities including motorised watersports and scuba diving to require a supplement payable locally.


No, we only sell long haul holidays.


Yes, any holiday that you book with us is ATOL protected by the Civil Aviation Authority. ATOL number 9759


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