Kara Simmons
Based in Washington D.C.
Kara Simmons
Ask me about
My Story
I have always believed in celebrating life, love, and everything in between. From my own milestones to helping loved ones plan theirs. I discovered that travel has a unique way of turning life’s chapters into unforgettable memories. Too often, milestones pass by unnoticed or are overshadowed by stress and uncertainty instead of celebration. That’s why I founded Ready, Set, Booked!—to help people celebrate life’s milestones with intention through travel.
My Travel Style
Travel that marks the moment. Using travel as a way to help celebrate the beautiful parts of life with the people you love. A blend of immersive cultural exploration and leisurely indulgence—whether it’s savoring fine wine, diving into local cuisine, or swimming with manta rays.
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My reviews (2)
Caitlyn H.
5 months ago
We used Kara to book our honeymoon – she was so wonderful to work with, and we had the most unforgettable honeymoon! She worked with us to understand what both my husband and I were looking for in the trip, and gave us a few different options to choose from. We ended up choosing Madeira, a Portuguese island that we were not familiar with before she suggested it to us. Once we chose the location, she helped design and book an amazing itinerary. The hotel she chose for us was outstanding, and every excursion she recommended was flawless. We are so happy we chose Kara to plan our honeymoon – when you plan so much for your wedding, there are no words for how nice it feels to have someone plan such an incredible getaway to celebrate. Thanks Kara!!
Eric R.
7 months ago
Everything coordinated through Ready Set Booked went as planned. Kara ensured we were prepared and was very detailed + responsive. All this to say, I have no recommendations for improvement because it went so well.
Caitlyn H.
5 months ago
We used Kara to book our honeymoon – she was so wonderful to work with, and we had the most unforgettable honeymoon! She worked with us to understand what both my husband and I were looking for in the trip, and gave us a few different options to choose from. We ended up choosing Madeira, a Portuguese island that we were not familiar with before she suggested it to us. Once we chose the location, she helped design and book an amazing itinerary. The hotel she chose for us was outstanding, and every excursion she recommended was flawless. We are so happy we chose Kara to plan our honeymoon – when you plan so much for your wedding, there are no words for how nice it feels to have someone plan such an incredible getaway to celebrate. Thanks Kara!!
Eric R.
7 months ago
Everything coordinated through Ready Set Booked went as planned. Kara ensured we were prepared and was very detailed + responsive. All this to say, I have no recommendations for improvement because it went so well.
My travel ideas (1)
Guide Around the Coast of Ireland
Ireland is a special destination for me, not just for its stunning landscapes but because it’s where both sides of my partner's family originated — we had the incredible experience of meeting his distant relatives, uncovering family stories and even visiting the cathedral where his ancestors tied the knot! In Ireland, you can explore the rugged cliffs of the Wild Atlantic Way, wander through ancient castles or take in the serene beauty of rolling green hills dotted with sheep. The cities, like Dublin and Galway, offer a lively atmosphere with traditional music, pubs and festivals that keep the Irish spirit alive. Whether you're sipping a Guinness in a cozy pub or driving along the scenic coastal roads, Ireland is a place where every moment feels like a story waiting to be told.
Guide Around the Coast of Ireland
Ireland is a special destination for me, not just for its stunning landscapes but because it’s where both sides of my partner's family originated — we had the incredible experience of meeting his distant relatives, uncovering family stories and even visiting the cathedral where his ancestors tied the knot! In Ireland, you can explore the rugged cliffs of the Wild Atlantic Way, wander through ancient castles or take in the serene beauty of rolling green hills dotted with sheep. The cities, like Dublin and Galway, offer a lively atmosphere with traditional music, pubs and festivals that keep the Irish spirit alive. Whether you're sipping a Guinness in a cozy pub or driving along the scenic coastal roads, Ireland is a place where every moment feels like a story waiting to be told.
Guide Around the Coast of Ireland
Ireland is a special destination for me, not just for its stunning landscapes but because it’s where both sides of my partner's family originated — we had the incredible experience of meeting his distant relatives, uncovering family stories and even visiting the cathedral where his ancestors tied the knot! In Ireland, you can explore the rugged cliffs of the Wild Atlantic Way, wander through ancient castles or take in the serene beauty of rolling green hills dotted with sheep. The cities, like Dublin and Galway, offer a lively atmosphere with traditional music, pubs and festivals that keep the Irish spirit alive. Whether you're sipping a Guinness in a cozy pub or driving along the scenic coastal roads, Ireland is a place where every moment feels like a story waiting to be told.
Guide Around the Coast of Ireland
Ireland is a special destination for me, not just for its stunning landscapes but because it’s where both sides of my partner's family originated — we had the incredible experience of meeting his distant relatives, uncovering family stories and even visiting the cathedral where his ancestors tied the knot! In Ireland, you can explore the rugged cliffs of the Wild Atlantic Way, wander through ancient castles or take in the serene beauty of rolling green hills dotted with sheep. The cities, like Dublin and Galway, offer a lively atmosphere with traditional music, pubs and festivals that keep the Irish spirit alive. Whether you're sipping a Guinness in a cozy pub or driving along the scenic coastal roads, Ireland is a place where every moment feels like a story waiting to be told.
My travel photos
