Caribbean Life - Season 20

A couple plans to practice law on the sunny island of St. Croix and looks for a home with a yard for their puppies. They also want at least two bedrooms and a private casita to provide rental income, along with a beautiful scenic view.

A father and son duo who are looking forward to spending more quality time together, are leaving the snow in Canada behind for the sunny island of St. Maarten. They're looking for a studio or one bedroom condo that offers scenic views, a swimming pool and is located near the action close to town.

A real estate agent from California is fulfilling her dream and moving to Roatan with her yorkie, Tino. She's been searching for the perfect home for three years and needs her best friend to help her pull the trigger on the right property. Finding a home on beautiful West Bay Beach is her top priority but she knows the market in that area is very competitive.

A couple from Texas wants to live a stress-free life on the quiet island of St. John. He'd prefer a stand-alone home so their dog Barley has room to run around, but she loves the idea of a condo where the maintenance is taken care of. No matter where they end up, they both agree that having an amazing view is a must.

After getting engaged on St. Croix, a Texas couple is making the island their new home. They would love the unit to be move-in ready, but with a wedding to pay for, they don't want to spend over $250,000. They're searching for a condo with ocean views and a swimming pool so they can cool down after working from home all day.

A Wisconsin couple is giving up the cold winters to move down to sunny Roatan. They've been visiting the area for years while they were dating and now they're ready to search for their forever home. They'd like to find a place with 3 bedrooms for the kids to come visit, and they both agree a scenic view is non-negotiable.

A young student from California is looking to jump start her career in hospitality by purchasing a home in Aruba that she can also rent out. She's convinced her mom that her business plan is a good one, so Mom is helping her with the purchase. They're looking for a two bed house, close to town and beaches, ideally with a pool.

A couple from Arizona is escaping the dry desert to live full-time on the beautiful island of Roatan. A self-described computer nerd, he can't wait to work from their new home, while she plans to start a mermaid school on the island. They don't need a big house, but being close to the water is a must.

A professional extreme skier and his wife are ditching the ski slopes of Colorado for beachfront living in Roatan, Honduras. They hope to find a waterfront home with space for their dog so they can enjoy the island's laid-back atmosphere and abundant activities.

A couple from Rhode Island is ready to move to Vieques after only one visit. Their kids are grown and they're ready to set sail for adventures as they begin a new chapter. She wants a home with a view, but his top concern is finding something that has rental potential as well.

A newlywed couple is on the hunt for a different home on Anguilla. They love the view from their current house, but they want something more updated that offers privacy and the potential to expand their family. They own and operate a local Italian restaurant, so they're always busy and would prefer something move-in ready.

After always focusing on their jobs and children, a couple looks to reconnect and have fun together on Aruba in a home with a pool and a view. As a general contractor, he wants to leave his tools behind, but she finds a project to be done in every property.

A father and son duo are leaving Texas and looking for a condo on St. Thomas with at least two bedrooms and enough space for both of them to unwind. They're willing to compromise for a place that's move-in ready and comes furnished but would like to find a water view and pool to enjoy those rare days off.

An adventurous couple relocates to St. Croix to open a small bed and breakfast. Since he's a chef, he wants an updated kitchen, and she is looking for a water view to enjoy a more relaxed lifestyle.

A couple from Massachusetts wants to be able to enjoy boating 365 days a year on Utila. She's hoping to find a large home with room for their five kids, while he's focused on finding a waterfront property, but they may struggle to find a large enough home on the water that doesn't come with a high price tag.