In this installment of our series “Cuba: Closer Than You Think,” Time Warner Cable News’ Valarie D’Elia explains the benefits of taking a Cuba Cruise.

For years, Americans have been cruising around the rules and sometimes paying legally-suspect visits to Cuba. Now, since President Obama loosened up travel restrictions, waves of Americans are literally setting sail.

"My guess is by the next sailing season, Americans will be the largest national group on Cuba Cruise. You might have two or three or four hundred people," says John McAuliff, executive director of the Fund For Reconciliation and Development.

McAuliff is collaborating with Cuba Cruise, a Canadian company, providing the general license for Americans on board, who pay the non-profit $75 to register. The fund is also helping to develop much of the educational programming required under Treasury Department guidelines.

"What it has allowed is U.S. Passengers to come into Cuba freely and without worry, and to do it legitimately," says Caroline Modolo of Cuba Cruise.

Since U.S. cruise ships are not yet permitted to make ports of call in Cuba, Cuba Cruise is a legal equivalent.

"It is not the same standard as the American ship, but it is very comfortable, and number two, the destination is great. And the third thing is it’s very convenient, so it's wonderful. The price is great, the itinerary is wonderful," says Gina Faustin of Kompa Guide Travel Agency.

The 7-night cruises start up again in late December embarking from either Havana or Montego Bay.

Ranging between $500 & $1,600 per person with meals included, depending on cabin category, Cuba Cruise is possibly the most affordable and expansive way for average Americans to see the many highlights of the formerly forbidden island.