Comes through when plans don’t.

The Red Sky Advantage

Experienced

Red Sky has the reputation and history of catering solely to professionally managed vacation rental managment companies. Rest assured your clients’ vacation investments are in good hands with our knowledgable and experienced staff and our effective services.

Trusted

Red Sky’s suite of Trip Preserver destination specific travel insurance products are underwritten by Arch Insurance Company. Since 2008, Red Sky and Arch have been successfully protecting guest’s vacations in hurricane prone coastal destinations and snow dependent ski destinations. Prompt, timely responses to valued guest claims are our standard, not the exception.

Personalized

Our team of experienced vacation rental travel insurance veterans personally provide exceptional, “high touch” service, support, and training to Vacation Rental Management Companies, vacation planners, and valued guests. Frequent, on-site, personal traning is the proven key to the successful growth in sales and promotion of travel insurance.

Trip Preserver Sun Trip

Red Sky Mountain Trip

Red Sky Ski Trip

Red Sky Ski Pass
"Red Sky Travel Insurance provided the most complete coverage available for our guests during the worst events from Hurricane Irene. Their ‘high touch’ personal service is the best!"

-Billy Casper
Vice President, Property Management
Corolla Classic Vacations

2017-12-20T10:40:41+00:00

-Billy Casper
Vice President, Property Management
Corolla Classic Vacations

"Red Sky Travel Insurance provided the most complete coverage available for our guests during the worst events from Hurricane Irene. Their ‘high touch’ personal service is the best!"
“Snowmass Hospitality has been exclusively recommending Red Sky Insurance to our guests with fantastic results. Our guests stay with us because they know we’ll deliver the perfect ski vacation experience, and Red Sky gives them total peace of mind should something unexpected occur. Their focus on the ski industry has made all the difference to us and our guests.”

- Andrew Vick
Snowmass Hospitality

2017-12-20T10:52:18+00:00

- Andrew Vick
Snowmass Hospitality

“Snowmass Hospitality has been exclusively recommending Red Sky Insurance to our guests with fantastic results. Our guests stay with us because they know we’ll deliver the perfect ski vacation experience, and Red Sky gives them total peace of mind should something unexpected occur. Their focus on the ski industry has made all the difference to us and our guests.”
“Red Sky is awesome!!!!!!!!!!!!!!!!!”

- Norman Bibeau
Elan Vacations

2017-12-20T10:52:48+00:00

- Norman Bibeau
Elan Vacations

“Red Sky is awesome!!!!!!!!!!!!!!!!!”
“In my 25 years in the Vacation Rental Industry I have worked with all of the top trip interruption insurance firms. Red Sky is without a doubt the best I’ve worked with. Not even close. ”

-Tim Cafferty GRI, ARM, President
Outer Banks Blue Realty Services

2017-12-20T11:01:24+00:00

-Tim Cafferty GRI, ARM, President
Outer Banks Blue Realty Services

“In my 25 years in the Vacation Rental Industry I have worked with all of the top trip interruption insurance firms. Red Sky is without a doubt the best I’ve worked with. Not even close. ”
“It has been a pleasure to work with Red Sky as our travel insurance provider since January of this year. The transition process was very smooth. We had many questions and the sales team was very patient and informative while communicating the information we needed to make our transition. We have been very pleased with the claims team who work hard to insure our guests are reimbursed in a timely manner. We would highly recommend Red Sky.”

-Resort Vacation Properties

2017-12-20T11:01:56+00:00

-Resort Vacation Properties

“It has been a pleasure to work with Red Sky as our travel insurance provider since January of this year. The transition process was very smooth. We had many questions and the sales team was very patient and informative while communicating the information we needed to make our transition. We have been very pleased with the claims team who work hard to insure our guests are reimbursed in a timely manner. We would highly recommend Red Sky.”