Island Life Episodes

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Season 1, Episode 1

Escape from Snowmageddon to Key West Heaven

Adventure seekers Matt and Tom are ready to leave the cold and snow of Chicago for the sun and fun of Old Town in Key West, Florida. After looking at three properties, they are ready to make an offer on their dream home.

Season 1, Episode 2

Their Own Piece of Paradise in Islamorada

Pablo and Michelle are a newly engaged couple with a romantic story. On their first date, Pablo took Michelle on a romantic helicopter ride around Los Angeles and it was love at first flight! The couple now resides in vibrant town of Homestead, FL, near South Beach. Although Pablo has enjoyed the Keys since he was a child, they became even more special to him with Michelle in his life. The Keys are a part of their love story. What started as a yearly romantic getaway blossomed into island visits that they'd plan as much as possible.

Season 1, Episode 3

Regroup on St. Simons Island

Eric and Shontae jump at the chance to leave the hectic life of San Francisco to work and live on the laid back island of St. Simons, Georgia. Remembering her childhood there, Shontae is eager for her girls to grow up there, too.

Season 1, Episode 4

Family Invests in St. Simons

Atlanta couple Katie and Jason act on their dream to live and raise their family on St. Simons Island. Having vacationed there as children themselves, they want to put their own roots firmly down in this sandy tropical paradise.

Season 1, Episode 5

Island Dreams Do Come true

Mount Desert Island off the coast of Maine has been a special place to Tracy since childhood vacations. Now, she and husband JC want to make their dream of owning a permanent home and raising their family there a reality.

Season 1, Episode 6

Trading Hip for Island Quiet

John and Megan married on Mount Desert Island seven years ago and Megan grew up going to the island with her family. They met in Richmond, VA, where they have both lived for most of their lives. In Richmond, they live on a very hip, urban street with a vibrant social atmosphere. Even though they've enjoyed living there, they're ready and looking forward to finding a home in a quieter, quaint, more scenic and natural location close to parks and the ocean. Mount Desert Island was a clear choice for them since it's their favorite vacation spot. While tourism is huge on the Island, it still maintains a small town feel, almost indicative of another era entirely.

Season 1, Episode 7

Home Sweet Nantucket Home

Jason and Courtney have a special affection for Nantucket -- it's where they met and fell in love. They've even chosen the island for their wedding and new home. Their decision has come down to three amazing island properties.

Season 1, Episode 8

Laid Back on Martha's Vineyard

Boston seems far behind to Rob and Suzanne when they take the ferry to Martha's Vineyard for vacations. They hope that by moving there full time, they will find the balance that their hectic and stress-filled life is missing.

Season 1, Episode 9

Settling Down in Key Largo

After three moves to different cities, Frederick and Carina decide that what they really wanted was a laid-back place to raise their kids. Their Key Largo vacation memories get them thinking about a permanent island home in Florida.

Season 1, Episode 10

A family leaves the Midwest for Key West

Stephen and Beth lead a hectic lifestyle in Cincinnati, Ohio. Stephen is CFO of a company and Beth is a busy stay-at-home mom raising their 14-year-old daughter, Maya. They live in a subdivision where every house looks the same, 600 miles from the sea, surrounded by fast food chains, and have to drive four miles if they want to buy a pint of milk. Beth first visited Key West when she was growing up and immediately fell in love with it. She went back a few years ago with her husband who also quickly felt at home on the island. Now, with Stephen able to work remotely, they're ready to make their favorite vacation destination their permanent home -- they just need to find the perfect house.