Travel with Silly Old Bear

Travel with Silly Old Bear Follow along with Silly Old Bears travels.

Whether it be our own personal travels or deals for your family, we’ll bring the magic of the world to your corner of the internet 🧸🌏

Sunrise in Santorini 🥰
18/07/2025

Sunrise in Santorini 🥰

After a pretty early and rocky start to our holiday, 1 roadside recovery call out, a mad dash to the airport and only ju...
15/07/2025

After a pretty early and rocky start to our holiday, 1 roadside recovery call out, a mad dash to the airport and only just making it by the skin of our teeth, Silly Old Bear, myself and the youngest of my clan, are now embracing the very chilled out and beautiful Santorini!!
We had a spectacular view of quite a few of the islands, when we came in to land, and our hotel is pretty magnificent! I will definitely be recommending Santorini Greece and Aqua Blue Hotel to my customers on return to work. For now, Silly Old Bear is kicking back and enjoying all that this stunning Greek island has to offer! 🌏🧸✈️💙

It’s silly o clock in the morning, but Silly Old Bear has his suitcase ready! Where are we off on adventure today? Follo...
15/07/2025

It’s silly o clock in the morning, but Silly Old Bear has his suitcase ready! Where are we off on adventure today? Follow his travel day to find out!! 🌏🧸🧳

Today, I finally booked my first Florida holiday, as an agent! I’m so so excited for the family going, I adore everythin...
19/06/2025

Today, I finally booked my first Florida holiday, as an agent! I’m so so excited for the family going, I adore everything Florida, especially Disney! Today is a good day ❤️🌏

Did you guess where we’re laying our hat this week? We are on the stunning island of Madeira, and we have fallen in love...
26/04/2025

Did you guess where we’re laying our hat this week? We are on the stunning island of Madeira, and we have fallen in love, it is so beautiful here 🌏🧸💙🌺🌷

It’s been a super long day, but we’re finally here, in the most wonderful place, can you guess where Silly Old Bear has ...
24/04/2025

It’s been a super long day, but we’re finally here, in the most wonderful place, can you guess where Silly Old Bear has landed today? 🌏🧸💙

You can’t come to the airport, and not have the obligatory meal & drink! 🌏🧸💙
24/04/2025

You can’t come to the airport, and not have the obligatory meal & drink! 🌏🧸💙

Silly Old Bear has his case out again, tomorrow we travel, but where to?! 🧸🌏❤️
23/04/2025

Silly Old Bear has his case out again, tomorrow we travel, but where to?! 🧸🌏❤️

Happy Winnie the Pooh day everyone, and happy birthday A. A Milne 🍯🧸
18/01/2025

Happy Winnie the Pooh day everyone, and happy birthday A. A Milne 🍯🧸

07/12/2024

Just your daily reminder that a rainy day ride on the skyliner, is better than a rainy day at work 🧸🌏

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Thursday 9am - 5pm
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