Wisconsin natives Bob and Jeanne love the simple life in the Florida Keys. They want to find a private island to escape the freezing Wisconsin winters. Private island specialist Chris Krolow will show them three islands.

Yacht captains Peter and Kim love sailing the Exuma Cays in the Bahamas. They dream of finding an island to build their dream home and a small resort. Private island specialist Chris Krolow will help them to find their paradise.

Toronto native Bill and his wife Yvette search for an island home off of the coast of Belize.

Avi, a California real estate developer, accompanied by his eldest daughter, Eli, searches for an island to purchase in the Florida Keys.

Toronto natives Patrick and Kathy are looking to purchase a retreat on Lake Huron's Georgian Bay.

Dennis and Lane look to purchase an island in Fiji that will work for their business and families.

Robert and Laura search for an island to host their many parties and social functions.

James and Erin have almost 20 years experience running some of the top vacation destinations in the island of Fiji. Now it's time for the couple to set out to find their own resort to own, operate and relocate to permanently.

Rachel and Jeff want to vacation on a quiet island in Georgia's coastal marshlands.

Bill and Emily want to move from farmland to an island along the Crystal Coast.

Friends Erika and Jolene look for an island to host family gatherings off the coast of Maine.

Husband and wife Marc and Hyleri want to reunite their family on one of the Thousand Islands.

A retiring couple are ready to put the daily grind behind and start life's third act. Looking to stretch their limited pensions, they've set their sights on Panama, where their dream of living on their own island can be afforded.

An Australian couple have enjoyed taking family vacations in the Whitsunday Island Chain for years. They've saved up and are now ready to buy their own multi-million dollar home on one of these breathtaking islands.

Friends Matt and Matthew look to convert a Philippine island into a five-star resort.

Former Top Gun Rob and his wife Takhmina got married 8 months ago, but work commitments forced them to delay their honeymoon. With a quiet week ahead of them, they're finally ready to go on vacation in South Florida.

Globetrotters David and Simone have traveled the world in search the most exotic places in the world. They've decided that they want to take the ultimate vacation and tour three of the most exclusive private islands in the world.

Business partners Peter and Hassan want start their next business venture of opening a resort in the Island Republic of the Maldives. Hassan was born and raised in the country. The pair navigate the purchasing their own island.

Best friends Jason and Mike have vacationed in the Muskoka Lakes region of Toronto, Canada, for years and have decided that its finally time they invest in their own private island in the area.

Michael and Tess have enjoyed vacationing in the rustic Lake of the Woods region for years. Now they're ready to purchase their own private island that can act as a family retreat for their many kids and grandchildren.

Randy and Susan have owned an island in Toronto's Sans Souci region for years, but with it's limited room to expand. The couple is looking for something that can accommodate their vision for a perfect summer home.