Destination Dexterity: A Guide to Planning the Ultimate Caribbean Getaway

Our take: Our last Caribbean adventure was a sun-soaked saga involving business and leisure. In this blog post, we unveil the skeletons of our meticulous planning process and top tips on how we seamlessly plan a holiday to the Caribbean. As we go into a new month with new goals, here are some tips if you are a solo traveller, content creator or both and seeking more from your trips abroad.

1. Research is Key: 

Always begin with a planning process by researching and selecting places that are suitable to the needs of your trip. Ask yourself if you want to do leisure, business, or maybe both? Whether it is the vibrant vibe of Tobago or the tranquility of the Bahamas, choosing the right destination is the first step to a successful trip. We recommend utilising all platforms: travel blogs, Instagram, Pinterest and word of mouth to compile a list of key places to visit. Usually when selecting places to visit in the Caribbean, these visual platforms offer the best insights into top destinations and places to stay, often websites don't do them justice! 

2. Balancing Comfort and Connectivity: 

For women that need to stay connected at all times, look out for places that are in popular hot spots - always read the fine print on data connection/wifi. If you are looking for a harmonious blend of business and leisure, find a balance between location convenience, comfortable workspace, high-speed internet, and proximity to leisure attractions.

This strategic choice can ensure seamless transition to relaxation. Don't be afraid to reach out to some of the hotels or resorts on Instagram to ask questions. TripAdvisor is also a great place to find out about such nitty gritties.

3. Island Adventures are worth it:

Crafting a well-balanced itinerary is the secret sauce to a successful trip. Strategically planning your days, allocating specific time blocks for experiences, using credible websites to help with inspiration for content creation, and deciding on where to explore, can help you save time, money and get the most fulfilling experience. 

You may want to decide what form of template you wish to capture and store your ideas on, although we are a lover of a good spreadsheet. Apps like Notion make it much easier to capture your to do list, store visual insights for your trip and share with anyone you are planning your trip with. 

4. Authentic Experiences:

During a recent trip to the Caribbean, we thought what better way to see the untouched places of Tobago than by contacting the experts themselves. Utilising a tour company/guide can help you to streamline your itinerary with an all inclusive experience. Our chosen tours company Island Girl Tours TT provided an excellent, scenic day tour jam packed with breath taking views of the island of Tobago. 

The Caribbean is not just a backdrop; it's a vibrant community waiting to be explored. Leverage business connections, collaborate with local businesses, influencers, entrepreneurs, and artists. These collaborations not only enhance your content but also provide a deeper, more authentic perspective of the destination. 

5: Travel Wardrobe vs Packing Essentials 

A key part of the process you shouldn't avoid! We could write an entire article on this. As women of leisure it is important to make sure your wardrobe is equipped to fulfil the demands of your destination.

Destination attire is one of the most attractive outer self areas you can work on. So knowing fundamental things about your trip such as the weather, your activities including lifestyle, active and evening wear can give you an idea on how to plan ahead.

If you don't know where to start, we recommend setting up a Pinterest board to start saving ideas and 'holiday outfits' you have seen and would like to replicate. Start thinking about what clothing suits your body shape and makes you feel confident, and take it from there!

Best Part: If you want more out of travel especially if you are soul-prenuering, the art of planning a trip that seamlessly blends business and leisure is essential to add to the fruits of your labour. With careful destination selection, tech-savvy preparations, and a well-crafted itinerary, you can transform a laid back holiday into an immersive experience for both yourself and your audience if you are on the path to content creation. For fellow influencers, these tips serve as a roadmap to turning a work trip into a sun-soaked success in the heart of the Caribbean.