Madeleine Reeg
She/Her
Based in Boston!
English, Spanish, learning Italian
Trips starting at $400/night
Madeleine Reeg
Ask me about
My Story
A Boston-based travel lover who spends way too many hours a day researching hotels to add to my "Want to Go" list!
Travel Style
Seasoned traveler with a love of relaxation and adventure. If there’s an amazing beach or wine bar within a 20-mile radius, I will find it! I'm all about seeing the sights, enjoying, and exploring a new location, and leaving time to find amazing eats and delicious coffee or wine!
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Reviews (15)
Abigail C.
12 days ago
We cannot recommend Maddie enough! She made planning our honeymoon completely stress-free and absolutely perfect from start to finish.
She helped us find and book the perfect resort, organized our activities, and handled transfers to and from the airport/resort. Everything went so smoothly, and we never had to worry about a thing.
Her recommendations were fantastic, and she clearly understood exactly what we were looking for.
She was responsive, organized, and thoughtful throughout the entire process. We’re so grateful for everything she did and would absolutely use her again for future trips!
Ashley C.
2 months ago
Maddie was such an amazing advisor to work with. She found us such an amazing resort for our vacation. The resort was exactly what we were looking for and she delivered. She was incredibly helpful when our transportation got cancelled (while we were in air) and she quickly found us a new ride. Highly recommend using Maddie for your travel. We will be using her going forward!
Colby M.
2 months ago
Maddi was very responsive and so very helpful getting our son’s honeymoon booked! She made everything effortless and easy for us. Would definitely use her again when booking vacations
Danielle H.
5 months ago
I couldn’t make any decisions about where to go in Costa Rica since there’s so much to see and do. Maddie was so helpful in helping me hone in on what we could do in a week and made great recommendations on activities. She helped keep me organized and I don’t think we would’ve had the experience we had without her help!
Louis R.
6 months ago
Madeleine knows what I value with hotel selection. I appreciate a good balance of location, room features, budget, and ammenities such as a breakfast option. She found a hotel close to museums and cultural organizations that I wanted to visit, and secured a discounted rate when booking the room. She also obtained an upgrade which was very much appreciated. All the details of my stay were summarized in a convenient agenda for me; nothing was left to chance. I will definitely utilize her expertise for future travel plans.
Abigail C.
12 days ago
We cannot recommend Maddie enough! She made planning our honeymoon completely stress-free and absolutely perfect from start to finish.
She helped us find and book the perfect resort, organized our activities, and handled transfers to and from the airport/resort. Everything went so smoothly, and we never had to worry about a thing.
Her recommendations were fantastic, and she clearly understood exactly what we were looking for.
She was responsive, organized, and thoughtful throughout the entire process. We’re so grateful for everything she did and would absolutely use her again for future trips!
Ashley C.
2 months ago
Maddie was such an amazing advisor to work with. She found us such an amazing resort for our vacation. The resort was exactly what we were looking for and she delivered. She was incredibly helpful when our transportation got cancelled (while we were in air) and she quickly found us a new ride. Highly recommend using Maddie for your travel. We will be using her going forward!
Colby M.
2 months ago
Maddi was very responsive and so very helpful getting our son’s honeymoon booked! She made everything effortless and easy for us. Would definitely use her again when booking vacations
Danielle H.
5 months ago
I couldn’t make any decisions about where to go in Costa Rica since there’s so much to see and do. Maddie was so helpful in helping me hone in on what we could do in a week and made great recommendations on activities. She helped keep me organized and I don’t think we would’ve had the experience we had without her help!
Travel ideas (3)
An Insider's Guide to Curaçao
Curaçao was the perfect warm weather getaway for total R&R for me this spring! An island perfect for beach lovers seeking a less crowded Caribbean experience.
An Insider's Guide to Curaçao
Curaçao was the perfect warm weather getaway for total R&R for me this spring! An island perfect for beach lovers seeking a less crowded Caribbean experience.
A Peek Into Portugal’s Best Treasure: Porto
Porto is often overlooked by its bigger sister to the south, Lisbon (Portugal’s capital), but after spending a week back to back in each city, I left yearning for Porto. And this is coming from someone who experienced torrential downpours five of the seven days they were there! Porto has a special, authentically Portuguese charm, incredibly friendly locals, and truly excellent dining outlets (plus, amazing wines).
A Peek Into Portugal’s Best Treasure: Porto
Porto is often overlooked by its bigger sister to the south, Lisbon (Portugal’s capital), but after spending a week back to back in each city, I left yearning for Porto. And this is coming from someone who experienced torrential downpours five of the seven days they were there! Porto has a special, authentically Portuguese charm, incredibly friendly locals, and truly excellent dining outlets (plus, amazing wines).
One Week in West Sicily for Foodies & Beach Lovers
Sicily is an island I’ve been fortunate enough to visit several times now, and each trip, I’ve taken my time through one section of the island. Sicily is a huge and beautiful island with so much to see and explore, and trying to do it all in a week is near impossible. For the beach lovers and foodies of the world (myself included!), the west of Sicily is a perfect destination for beautiful beaches and delicious eats, and a week gives you plenty of time to explore, but also to unwind and enjoy la dolce vita!
One Week in West Sicily for Foodies & Beach Lovers
Sicily is an island I’ve been fortunate enough to visit several times now, and each trip, I’ve taken my time through one section of the island. Sicily is a huge and beautiful island with so much to see and explore, and trying to do it all in a week is near impossible. For the beach lovers and foodies of the world (myself included!), the west of Sicily is a perfect destination for beautiful beaches and delicious eats, and a week gives you plenty of time to explore, but also to unwind and enjoy la dolce vita!
An Insider's Guide to Curaçao
Curaçao was the perfect warm weather getaway for total R&R for me this spring! An island perfect for beach lovers seeking a less crowded Caribbean experience.
An Insider's Guide to Curaçao
Curaçao was the perfect warm weather getaway for total R&R for me this spring! An island perfect for beach lovers seeking a less crowded Caribbean experience.
A Peek Into Portugal’s Best Treasure: Porto
Porto is often overlooked by its bigger sister to the south, Lisbon (Portugal’s capital), but after spending a week back to back in each city, I left yearning for Porto. And this is coming from someone who experienced torrential downpours five of the seven days they were there! Porto has a special, authentically Portuguese charm, incredibly friendly locals, and truly excellent dining outlets (plus, amazing wines).
A Peek Into Portugal’s Best Treasure: Porto
Porto is often overlooked by its bigger sister to the south, Lisbon (Portugal’s capital), but after spending a week back to back in each city, I left yearning for Porto. And this is coming from someone who experienced torrential downpours five of the seven days they were there! Porto has a special, authentically Portuguese charm, incredibly friendly locals, and truly excellent dining outlets (plus, amazing wines).
One Week in West Sicily for Foodies & Beach Lovers
Sicily is an island I’ve been fortunate enough to visit several times now, and each trip, I’ve taken my time through one section of the island. Sicily is a huge and beautiful island with so much to see and explore, and trying to do it all in a week is near impossible. For the beach lovers and foodies of the world (myself included!), the west of Sicily is a perfect destination for beautiful beaches and delicious eats, and a week gives you plenty of time to explore, but also to unwind and enjoy la dolce vita!
One Week in West Sicily for Foodies & Beach Lovers
Sicily is an island I’ve been fortunate enough to visit several times now, and each trip, I’ve taken my time through one section of the island. Sicily is a huge and beautiful island with so much to see and explore, and trying to do it all in a week is near impossible. For the beach lovers and foodies of the world (myself included!), the west of Sicily is a perfect destination for beautiful beaches and delicious eats, and a week gives you plenty of time to explore, but also to unwind and enjoy la dolce vita!
Travel photos
