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Adassa’s KAYAK Guide

Plotting your next trip? Check out some of my personal fave itineraries for great eats, views, and vibes!

48 hours in the big cities

My go-to spa staycations

My fave rooms with a view

Steal my itineraries

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Medellín, Colombia

How to spend 5 days exploring Medellín.

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Jacksonville, Florida

Check out how to spend a long weekend in Jacksonville supporting Black-owned businesses.

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San Juan, Puerto Rico

The best way to spend 4 days exploring, dining and taking in everything San Juan has to offer.

Bucket list destinations

The heavily used scramble crossing at Shibuya with huge digital advertisements illuminating the building façades.

Tokyo, Japan

Tokyo has been on my list for the culture, energy that never seems to stop, and most importantly the FOOD. From fresh noodles to sumo matches, neon streets to peaceful temples, there’s just so much to experience. It’s a long trip that I know will be worth it.

A person trekking on a stone path on top of a mountain ridge with views of misty valleys below.

Madeira, Portugal

Madeira has been on my radar for a while. The weather is beautiful year round, it’s more affordable, and has beautiful views of both mountains and beaches. I’m always looking for a mix of laid-back island vibes with a bit of adventure and hiking — which I hear Madeira is perfect for. Plus they’re known for my favorite two pairings, good local food and great wine!

Aerial view of a lush island with a sandy shore surrounded by the blue sea against the cloudy blue sky.

Antigua and Barbuda

Antigua has been calling me with its clear turquoise waters, colorful local markets, and rich island history. With 365 beaches, I’ll never get enough sunbathing with a piña colada in hand for the ultimate island escape. I can already picture being on someone’s boat w/ the sunset views and fresh seafood on deck!

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