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Samantha Bailey, Travel Agent in Foxborough, MA

Samantha Bailey

Foxborough, MA Travel Agent
Super Agent

Samantha Bailey

Foxborough, MA · 3 Years of Experience

Endeavor Travel Group, an independent agent with Cruises & Tours, Unlimited, a Travel Leaders Network Affiliate Agency
5.0
(30)
100% Recommended
Samantha helped our brides find the perfect destination, then was there for us throughout the months of dreaming and planning. She responded to questions promptly and... Read More >
About
Reviews
My Places

Areas of expertise

Destinations:

Europe

Interests:

Bespoke Travel, Luxury, Villas, Yacht Charter

About Me

Endeavor Travel Group specializes in curating once-in-a-lifetime bucket-list journeys for travelers seeking extraordinary adventures across the globe. Moving far beyond the ordinary, we design transformative expeditions—from immersive, tailor-made African safaris tracking the Big Five and ultra-luxury expedition cruises to remote polar regions, to epic around-the-world ocean voyages.Leveraging deep industry expertise and exclusive global partnerships, we handle every intricate detail to ensure seamless logistics in even the most remote destinations. Whether you dream of witnessing the Great Migration from a luxury tented camp, charting a private yacht through uncharted waters, or embarking on a multi-month global cruise, Endeavor Travel Group turns your wildest travel aspirations into a flawlessly executed reality.

REVIEWS

Rating: 5.0
30 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
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Showing 30 reviews

The best wedding trip!
Reviewed By Parents of the bride - Louisville, Kentucky | Traveled to Playa Del Carmen | Quintana Roo | Mexico
Samantha helped our brides find the perfect destination, then was there for us throughout the months of dreaming and planning. She responded to questions promptly and was a strong advocate for us when we needed help getting the rooms we wanted at the hotel. We will definitely call Samantha to help us with our next trip!
Samantha Bailey responded
"Thank you so much, Terri! The brides and both families were so wonderful to work with, and I hope to stay in touch with all of you. I'd love to continue helping your family with all their travels- big and small. "
✓ I would recommend this agent to my family and friends.
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Wonderful memories
Reviewed By Kassie922 - Boulder, Montana | Traveled to Sweden | Europe
Samantha was so helpful in planning our trip. She found several wonderful choices in hotels and made sure everything was dialed in for us. We loved having the app access, even offline, and she added so many helpful tips and tricks that made our trip run smoothly. We came back with such wonderful memories of our time and are so grateful for our partnership with Samantha that made it all stress free and fun!
Samantha Bailey responded
"So glad you had a wonderful time! It was such a fun trip to plan, thank you for trusting me with it!"
✓ I would recommend this agent to my family and friends.
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Trip of a lifetime!
Reviewed By Jmobrien - NJ | Traveled to Ireland | Europe
We had an excellent trip and were overall happy with the experience. We were pleasantly surprised that despite having to take many flights, cars and trains to fully experience our trip to the UK and Ireland that we had zero snafus and travel was overall seamless. This was our first time traveling with our son in a wheelchair and I think we learned a few things for next time when we visit older cities in Europe. Usually I get anxious while traveling but I told my husband how relaxed I felt and was able to enjoy everything. I think that’s because Samantha planned everything out so perfectly for us, we will definitely work with her again! We are thankful to Endeavor travel for planning us a trip we won't forget and their patience as we had some delays and changes to our plans!
✓ I would recommend this agent to my family and friends.
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First trip to Italy
Reviewed By MRB Family - Foxboro Massachusetts | Traveled to Italy | Europe
We had the most incredible trip to Rome and the Amalfi Coast, and we have Samantha to thank for making it so special! From the very beginning, and in a very short planning window, every detail was thoughtfully planned. The hotels, transportation, tours, restaurants, and experiences were all exceptional. Samantha created an itinerary that was seamless and filled with unforgettable experiences. We never had to worry about the details — we could simply enjoy every moment. Not only was Samantha available to us for in the moment changes we would ask to make, but her team in Italy was always in contact prior to our boat charters. They answered any questions we had along the way which was very helpful. Rome and the Amalfi Coast were absolutely beautiful, and this trip exceeded all of our expectations. We would highly recommend Samantha and her team to anyone looking for someone knowledgeable, responsive, and truly dedicated to creating an amazing travel experience. We are already looking forward to having them plan our next trip!
✓ I would recommend this agent to my family and friends.
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Thanks Samantha!
Reviewed By AlexG - Astoria, New York | Traveled to Curacao | Netherlands Antilles | Caribbean
Samantha was great! She was super easy to work with and always quick to get back to us. She took the logistics work off of our plate and made it easier for us to focus on the fun parts of the trip!
Samantha Bailey responded
"Thank you for your feedback! It was wonderful working with you- cheers to many more stress free trips for you. "
✓ I would recommend this agent to my family and friends.
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My Places

When it comes to travel planning, real-world experience makes a huge difference. Check out the map below to see all the places I have personally visited or booked for my clients. I know these destinations well and can give you reliable guidance.

My Most Booked Destinations

  • Europe: 86 bookings

Destinations I've Visited

  • Europe: 15 trips
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