The claim process online was easy enough, but required a lot of scanning in of documents and submitting. After everything was submitted a 2nd request for more documentation to be filled out by the phy... See more
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We purchased RedSky Travel Insurance via a booking with Garden City Realty in Myrtle Beach. Hurricane Ian had a direct hit near our condo a day before our scheduled arrival. Garden City Realty infor... See more
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We got a full refund for a weather-cancelled trip. The claim process was easy. The only downside was getting a paper check in the mail when I had requested an electronic deposit and having to wait... See more
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I was not a routine purchaser of trip insurance. Despite many years of many trips I just opted to “take the hit” if something went wrong. This scheduled vacation to the NC seashore made me hesitate be... See more
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Company details
- #18 of 24 best companies in Travel Insurance Company
Written by the company
Arch Red Sky Insurance offers travel insurance for the vacation rental industry, providing coverage for coastal, lake, ski and mountain destinations.
Red Sky Travel Insurance
Written by the company

- Trusted and Tested
- Red Sky has the reputation and history of catering solely to professionally managed vacation rental management companies.
Money-Back Guarantee
At Red Sky, customer service and satisfaction are of utmost importance to us. After all, our goal is to provide you with protection during your travels.
Contact info
11350 McCormick Rd, Ste 102, Executive Plaza IV, 21085, Hunt Valley, MD, United States
- 866-549-5283
- info@redskyinsurance.com
- redskyinsurance.com
Replied to 100% of negative reviews
Typically replies within 2 weeks
Excellent Red Sky Staff assistance with my claim.
I could not make my trip due to illness and the staff was very helpful in guiding me through my claim.
Date of experience: July 04, 2025
We had a death in the family anwas…
We had a death in the family and it was easy to report our situation. We received our check in less than a week once it was approved!
Date of experience: July 01, 2025
Be Prepared to Submit Much Documentation
The claim process online was easy enough, but required a lot of scanning in of documents and submitting. After everything was submitted a 2nd request for more documentation to be filled out by the physician was required. That then had to be gotten to the proper area of the hospital, filled out, returned to me and then submitted. After that, the time frame of approval and receiving compensation was speedy.
Date of experience: June 23, 2025
Quick and Complete response
Quick and Complete response
My claim and documentation was received and handled quickly and completely. totally satisfied. So thankful I purchased the insurance, because was unable to travel to the vacation destination due to a family emergency.
Date of experience: June 18, 2025
Great experience
Submitting a claim was straightforward and simple to complete. Claim was processed quickly. When I contacted them about the claim, customer service agent was kind and helpful.
Date of experience: June 04, 2025

Reply from Arch Red Sky Insurance
Timely response to everything
Timely response to everything. Kept me informed of the step by step process. Simple forms to fill out.
Date of experience: June 04, 2025

Reply from Arch Red Sky Insurance
Great help for cancelled trip
Easy to fill out the forms. Easy directions and they were available to answer any questions.
Date of experience: May 23, 2025

Reply from Arch Red Sky Insurance
Redsky has been quick to claim my claim…
Redsky has been quick to claim my claim was preexisting when it would have been impossible to know that was the case. Doctors statements and documents doesn’t matter, appeals was to take 3 days, it has been a month with no feedback.
Date of experience: May 07, 2025

Reply from Arch Red Sky Insurance
I was able to file my claim easily
I was able to file my claim easily. The document upload system worked well. Communication from the insurance company was clear and efficient. Updates on the claim status were timely and I received my insurance payment quickly.
Date of experience: May 02, 2025

Reply from Arch Red Sky Insurance
Everyone was so helpful
Everyone was so helpful. I will use this company in the future.
Date of experience: April 28, 2025

Reply from Arch Red Sky Insurance
Highly recommend Arch RoamRight
I was extremely impressed with the Arch RoamRight Claim Process. Although I am a frequent traveler, I have never before needed to submit an insurance claim. The process was very easy to follow and the correspondence from Arch RoamRight was quick and comprehensive. I highly recommend Arch RoamRight for travel insurance.
Date of experience: April 20, 2025

Reply from Arch Red Sky Insurance
Great customer service
Every time I called I got to speak to someone right away and they were always nice and professional. I spoke with Isabell and also with Charlotte
Date of experience: April 02, 2025

Reply from Arch Red Sky Insurance
The process was easy and straight…
The process was easy and straight forward to complete once a claim was made.
Once filed, there were email updates, and I didn't have to speak with anyone. Efficient and clean. Much appreciated
Date of experience: March 25, 2025

Reply from Arch Red Sky Insurance
Straightforward process
Straightforward process. Timely payment of claim.
Date of experience: March 24, 2025

Reply from Arch Red Sky Insurance
Was like pulling teeth to get a refund.
We cancelled part of our trip due to a death late 2024. We just received our refund mid March 2025. So yes, we did get our refund. However, it was almost impossible to speak with anyone with knowledge of the case. The people that answer the phone were very nice but could give no information and the person I would need to speak with was very seldom available. I got multiple emails requesting information I had already sent in. Perhaps they should be more specific what information they needed to begin with and check to see if they already had it. Got the feeling multiple people were working on the case and did not communicate with each other. I have never had to file an insurance claim like this so when the instructions are vague, it just causes confusion. Got the feeling they were dragging out the process to delay the payment as long as possible. I would not use this company again and hesitate using the condo rental company again since they recommend Red Sky in their information.
Date of experience: March 17, 2025

Reply from Arch Red Sky Insurance
Failure to respond to claim
Medical information was sent justifying explanation for canceled travel plans. All correspondence has gone unanswered. I'm having to consult an attorney.
Date of experience: February 28, 2025

Reply from Arch Red Sky Insurance
Good customer service…A+++
Date of experience: March 03, 2025

Reply from Arch Red Sky Insurance
Worst communication from a company I…
Worst communication from a company I have ever received. We provided several documents and had to continually follow up to get status. We then asked to have our claim escalated to a manager, which then took even longer to review. Eshuana was not helpful AT ALL. Terrible service!
Date of experience: February 20, 2025

Reply from Arch Red Sky Insurance
No complaints
From the onset of inquiring about insurance with Isabel through the processing of my claim with Ashlyn, found my experience with Red Sky Insurance was smooth sailing. Both Isabel ad Ashlyn were kind, professional, knowledgeable about the process and efficient. Thank you for everything.
Date of experience: February 21, 2025

Reply from Arch Red Sky Insurance
very pleased everyone very helpful and…
very pleased everyone very helpful and pleasant
Date of experience: February 11, 2025

Reply from Arch Red Sky Insurance
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