Season 1

14 episodes

Poster not found

Dave and Julie - St. Croix ~ 1

January 01, 2014

Poster not found

Corinne and Patrick -St. Croix ~ 2

January 01, 2014

Poster not found

Margi and Jessi - Vieques ~ 3

March 30, 2014

Poster not found

Cliff and Janine - Sint Maarten ~ 4

March 30, 2014

Poster not found

Ona and Johnny - Sint Maarten ~ 5

April 06, 2014

Season more

Season 2

14 episodes

Poster not found

Buck and Amy ~ 1

January 01, 2015

Poster not found

Lloyd and Michelle ~ 2

January 01, 2015

Poster not found

John and Janaea ~ 3

January 04, 2015

Poster not found

Billy and Deanna ~ 4

January 04, 2015

Poster not found

David and Arturo ~ 5

January 11, 2015

Season more

Season 3

14 episodes

Poster not found

Natasha and Collin ~ 1

March 01, 2015

Poster not found

Brian and Sarah ~ 2

March 01, 2015

Poster not found

From Texas to St. Thomas ~ 3

March 08, 2015

Poster not found

From California to the Caymans ~ 4

March 08, 2015

Poster not found

Bye Ontario, Hello Barbados ~ 5

March 15, 2015

Season more

Season 4

14 episodes

Poster not found

Newlyweds taking The Plunge In Jamaica ~ 1

January 01, 2016

Poster not found

Country Roads to Ocean Views ~ 2

January 01, 2016

Poster not found

The Bahamas Beckons a Florida Couple ~ 3

January 03, 2016

Poster not found

Boating Around Bocas ~ 4

January 03, 2016

Poster not found

Finding Her Passion in Utila ~ 5

January 10, 2016

Season more

Season 5

14 episodes

Poster not found

Soaring Above St. Thomas ~ 1

February 21, 2016

Poster not found

A Change of Pace in Placencia ~ 2

February 21, 2016

Poster not found

Setting Sail for St. Thomas ~ 3

March 06, 2016

Poster not found

Swapping Florida For Vieques ~ 4

March 06, 2016

Poster not found

A New Beginning In Belize ~ 5

March 13, 2016

Season more

Season 6

14 episodes

Poster not found

Boating Life On St. Maarten ~ 1

September 11, 2016

Poster not found

Landing on St. Croix ~ 2

September 11, 2016

Poster not found

A Laid-back life on St. John ~ 3

September 18, 2016

Poster not found

Southern Charm in St. Croix ~ 4

September 18, 2016

Poster not found

Dreams Come True in Jamaica ~ 5

September 25, 2016

Season more

Season 7

14 episodes

Poster not found

A California Girl Escapes the City for the Bahamas ~ 1

January 01, 2017

Poster not found

Bringing the Best of Texas to the Virgin Islands ~ 2

January 01, 2017

Poster not found

A Dream Come True in the Dominican Republic ~ 3

January 08, 2017

Poster not found

Homegrown Living on Utila ~ 4

January 08, 2017

Poster not found

Monkeying Around on Roatan ~ 5

January 15, 2017

Season more

Season 8

14 episodes

Poster not found

Room for Family in the D.R. ~ 1

March 05, 2017

Poster not found

Finding Zen in Nevis ~ 2

March 05, 2017

Poster not found

A New Business on Roatan ~ 3

March 12, 2017

Poster not found

Harmonizing in Providenciales ~ 4

March 12, 2017

Poster not found

Raising a Family on St Croix ~ 5

March 19, 2017

Season more

Season 9

14 episodes

Poster not found

Raising Two Boys on St. Croix ~ 1

July 16, 2017

Poster not found

Cowabunga Bocas ~ 2

July 16, 2017

Poster not found

Unwinding in Elbow Cay ~ 3

July 23, 2017

Poster not found

Finding a Fixer-Upper in the Dominican Republic ~ 4

July 23, 2017

Poster not found

NYC Days to Puerto Rico Nights ~ 5

July 30, 2017

Season more

Season 10

14 episodes

Poster not found

New York City to Grand Cayman ~ 1

September 03, 2017

Poster not found

A New Chapter in Puerto Rico ~ 2

September 03, 2017

Poster not found

Empty Nesters Go Back Home ~ 3

January 01, 2018

Poster not found

Diving Into Roatan ~ 4

January 01, 2018

Poster not found

Taking Care of Business in Grand Cayman ~ 5

February 25, 2018

Season more

Season 11

14 episodes

Poster not found

St John Nature Retreat ~ 1

April 08, 2018

Poster not found

Falling in Love With Aruba ~ 2

April 08, 2018

Poster not found

Jumping Feet First Into Roatan ~ 3

April 15, 2018

Poster not found

Renting St. John ~ 4

April 15, 2018

Poster not found

Replanting Roots on Aruba ~ 5

April 22, 2018

Season more

Season 12

14 episodes

Poster not found

Adventure On Grand Cayman ~ 1

July 15, 2018

Poster not found

Adios Miami, Hola Caribbean ~ 2

July 15, 2018

Poster not found

Finding Roatan by Accident ~ 3

July 22, 2018

Poster not found

Living the Dream in Bonaire ~ 4

July 22, 2018

Poster not found

Replanting Roots on Aruba ~ 5

July 29, 2018

Season more

Season 13

14 episodes

Poster not found

Exploring New Terrain on Aruba ~ 1

September 02, 2018

Poster not found

Trading Scrubs for Wet Suits ~ 2

September 02, 2018

Poster not found

A Family Adventure ~ 3

September 09, 2018

Poster not found

A New Chapter in the Dominican Republic ~ 4

September 09, 2018

Poster not found

Return To Island Living In The Dominican Republic ~ 5

September 16, 2018

Season more

Season 14

14 episodes

Poster not found

Raising a Family on St. John ~ 1

October 21, 2018

Poster not found

A Flip Flop Island for Flip Flop People ~ 2

October 21, 2018

Poster not found

Time to Relax on Roatan ~ 3

October 28, 2018

Poster not found

Slowing Down on Aruba ~ 4

October 28, 2018

Poster not found

Island Time, All the Time ~ 5

November 04, 2018

Season more

Season 15

14 episodes

Poster not found

New Adventures on Roatan ~ 1

January 01, 2019

Poster not found

Trading Business Suits for Bathing Suits ~ 2

January 01, 2019

Poster not found

Reeling in the Good Life ~ 3

January 27, 2019

Poster not found

Kicking Back on St. Thomas ~ 4

January 27, 2019

Poster not found

From New York to St. Thomas ~ 5

February 10, 2019

Season more

Season 16

14 episodes

Poster not found

Working to Be With Family in Puerto Rico ~ 1

March 24, 2019

Poster not found

Slowing Down in Anguilla ~ 2

March 24, 2019

Poster not found

Slimming Down in the Dominican Republic ~ 3

March 31, 2019

Poster not found

Beachside With a Cocktail ~ 4

March 31, 2019

Poster not found

Unplugging in Aruba ~ 5

April 07, 2019

Season more

Season 17

14 episodes

Poster not found

On the Hunt for Waterfront on St. Thomas ~ 1

May 19, 2019

Poster not found

Off the Beaten Path in St. Croix ~ 2

September 08, 2019

Poster not found

Relocating to Paradise ~ 3

September 08, 2019

Poster not found

Newlyweds in St. Croix ~ 4

November 17, 2019

Poster not found

Father and Son Bonding in Las Terrenas ~ 5

November 17, 2019

Season more

Season 18

14 episodes

Poster not found

Testing New Waters in Sosua, Dominican Republic ~ 1

October 20, 2019

Poster not found

Living Among the Flora of Bocas del Toro, Panama ~ 2

October 20, 2019

Poster not found

Classic Cocktails and New Adventures on the Beaches of Roatan ~ 3

December 08, 2019

Poster not found

Back Home to The Bahamas ~ 4

December 08, 2019

Poster not found

A Rendezvous With a View on St. John ~ 5

December 15, 2019

Season more

Season 19

14 episodes

Poster not found

Embracing the Sunshine in Sosua ~ 1

February 12, 2020

Poster not found

Beach Views or Bust on St. Croix ~ 2

February 12, 2020

Poster not found

And Baby Makes Three on St. Thomas ~ 3

February 18, 2020

Poster not found

All Aboard for a New Life on St. Maarten ~ 4

February 18, 2020

Poster not found

Strong Opinions and Strong Drinks on St. Maarten ~ 5

March 29, 2020

Season more

season 20

14 episodes

Poster not found

Cooking Up a New Chapter on Anguilla ~ 1

May 03, 2020

Poster not found

Trading the Rat Race for the Beaches of St. Croix ~ 2

August 09, 2020

Poster not found

Searching for the Perfect Bachelor Pad on St. Maarten ~ 3

August 09, 2020

Poster not found

Debating Home vs Condo on St. John ~ 4

August 16, 2020

Poster not found

Pulling the Trigger and Ending a Three-Year Search on Roatan ~ 5

August 16, 2020

Season more