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Jamaica Vacation Trip Planning

This includes itinerary planning with specially curated excursions, off the beaten path adventures, authentic local and cultural experiences and transportation.

Solo travelers, couples, boys/girls trip, group or family trips

For those who want to visit Jamaica but have no clue where to go, where to stay, what to do, where to eat and need local expertise because research online is overwhelming.




$350 USD

I wanted to plan a relaxing weekend for my bestie that involved little to do on his end other than enjoy. What better than a Shakespeare Agency weekend I thought to myself. I did worry that only Lisa could do it the Lisa way and that it would be too much for my bestie and his guests. Well, not only did the Shakespeare Agency deliver, but Lisa made sure the trip was kid friendly. My bestie and his guests had so much fun from the rum tour to a boat tour that ended at a bar in the middle of the ocean. The trip was especially curated for them from accommodations to activities. Even with curfew on the island due to COVID-19, they enjoyed every moment of it. They still share moments of their weekend getaway on social media, and that’s a testament of a good time!!

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Vacation planning doesn't have to be complex. 

You're expending too much energy trying to figure it all out! It's best to use that energy on more important things like spending quality time with family and loved ones. Shakespeare Agency takes the stress out of vacation planning so all you need to do is show up and have an amazing time!


Group Trips

This includes special curated group trips to see the world and immerse in different countries’ culture, food, history, adventures and also giving back to the community.

Individuals who like to travel and are open to traveling with and meeting new people

The perfect option for those who want to visit other countries but not worry about planning the logistics of a group trip!




Travel Itineraries

This includes detailed breakdowns of my previous trips to various countries including accommodation, excursions, transportation, local restaurants, COVID regulations, tips and advice.

Individuals who like to travel but don't like to do the complicated destination research

The perfect option for individual travelers who prefer booking their own trips but need some guidance.



Coming Soon!


Frequently Asked Questions