What do some legendary former Red Sox players, WEEI broadcaster Joe Castiglione, Celebrity Cruise lines and you have in common? The opportunity to have an island-hopping romp together in January 2014, that’s what.

Beginning Jan. 12, 2,886 lucky passengers will leave the real world behind and set sail for seven nights in the Caribbean on one of Frommer’s 2011 “Best Cruise Ships,” the Celebrity Silhouette. This cruise news is a big deal for both Celebrity and Boston—so what can fans expect?

Destination Paradise

Departing from Ft. Lauderdale, the ship first sails to Cozumel, Mexico, for a full day on shore to do as you please. Next stop: George Town, Grand Cayman, for another full day of adventure or relaxation. On to Falmouth, Jamaica, for a day and then Labadee, Haiti (Celebrity’s own private island). Each town offers unique excursions:

• Mexico: Take a secret river and cavern tour, ride an ATV for an off-road adventure through the jungle, go kayaking or simply relax on la playa (the beach)
• Grand Cayman: Snorkle in crystal blue waters, visit Stingray City on a catamaran sail or relive the swashbuckling days on a boat complete with a crew acting out real pirate encounters
• Jamaica: Hike a volcano or have a zipline and bobsled canopy tour through the tropical coastal forest
• Labadee private island: Ride a coaster and jump on an in-water trampolines at the largest aqua park in the Caribbean, ride jet skis or parasail 400 feet above the sea

On the Ship

There is a full day at sea before arriving back in the U.S., which is a good thing. There are two exclusive cocktail parties for Boston fans to hobnob with some of the organization’s legends, including Castiglione. Drink martinis at a special tasting and karaoke into the night singing “Sweet Caroline” in tribute.

Toss a ball around with Keith Foulke; relax with a cocktail and BBQ with fellow Boston fans on the ship’s Lawn Club; paint a picture in the onboard art studio; grab a craft beer at Michael’s Club; go tax and duty-free shopping at stores of the most luxurious brands like Bvlgari and Versace; try your luck at blackjack in the onboard casino. And eat … eat really well, 24/7.

The trip starts at $910 for a stateroom and goes up from there, according to MLB.com. This price includes an onboard credit of $50, most meals, port charges, fitness centers and events on the ship.

The Partnership

Start looking for Celebrity banners at the games. The Red Sox have recognized the company as the team’s official cruise line. The partnership also includes experiences at Fenway Park, according to the Wall Street Journal.

• Celebrity will become present in the park and four times a month will have fan giveaways
• There will be chances to win tickets to this once in a lifetime trip
• Each double play executed by the Red Sox this season get a fan $200 off a Celebrity cruise

Photo from Wikimedia Commons