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- 3:30 PM

Margaritaville Islander May 22, 2027
5-Night Key West and Progreso
Aboard Margaritaville Islander · Departing May 22, 2027 from the Port of Tampa, Florida.
You'll depart Tampa on Saturday, May 22, 2027 for your 5-Night Key West and Progreso round-trip cruise vacation aboard Margaritaville at Sea's Margaritaville Islander.
Your itinerary includes one domestic stop in Key West as well as a visit to Mexico, where you'll explore Progreso. Your trip has two sea days to enjoy everything the Margaritaville Islander has to offer.
Your ship ranks #2 among Margaritaville at Sea's 3 ships by size and is newer than the fleet average, having launched in 2000.
Margaritaville Islander

Margaritaville Islander is a Spirit-class ship built in 2000, remade bow to stern in a 2024 dry dock, and the #2 ship in the Margaritaville at Sea fleet by size. Its pool deck carries the mood: midship, the 5 Oclock Somewhere Pool shares space with the 5 Oclock Somewhere Bar, Cheeseburger In Paradise and the island tunes of the Six String Stage, while aft the Tiki Bar Pool sits beside the open-air Tiki Grill. Higher up, JWB Prime Steakhouse neighbors the Landshark Bar and Mini Golf, and the top deck adds Paradise Pickleball At Sea. Evenings bring shows at Stars on the Water Theater and dancing at Hot Hot Hot Night Club. The Twister Waterslide spirals into a pool, kids have Camp Ocean, and teens claim the neon-lit Far Out Teen Lounge.
With two sea days on this sailing, there's time for Twister Waterslide, Pearls Private Dining and Hot Hot Hot Night Club.
Your Itinerary
- ARRIVES
- 1:00 PM
- DEPARTS
- 7:00 PM
- DAY 3 · MON, MAY 24
At sea
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- ARRIVES
- 8:00 AM
- DEPARTS
- 4:00 PM
- DAY 5 · WED, MAY 26
At sea
- ARRIVES
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- ARRIVES
- 7:00 AM
- DEPARTS
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Cruise Price & Tracking
No price history for this sailing yet.

Inside
Not currently offered.

Oceanview
Not currently offered.

Balcony
Not currently offered.

Suite
Not currently offered.
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Cruise Resources
To prepare for your Margaritaville Islander May 22, 2027 cruise, here are some helpful tools to get you prepared and excited for your vacation.
- 01 Ship Tracking Check the Margaritaville Islander's current location. Track where it's coming from and where the ship is headed.
- 02 Roll Call See who else is sailing on the Margaritaville Islander on May 22, 2027, and join the roll call.
- 03 Deck Plans Explore every deck of the Margaritaville Islander, with the venues and cabins on each.
This itinerary - other options
Same ports, more choices. Compare other Margaritaville Islander dates for the 5-Night Key West and Progreso route, or see which other ships sail a similar trip.
More Margaritaville Islander options - 5-Night Key West and Progreso
Below, you'll find any available dates for this same Key West and Progreso itinerary on the Margaritaville Islander.
- Margaritaville IslanderSee pricesDec 5,2026
- Margaritaville IslanderSee pricesFeb 27,2027
- Margaritaville IslanderThis sailingMay 22,2027
- Margaritaville IslanderSee pricesJun 19,2027
- Margaritaville IslanderSee pricesJul 17,2027
- Margaritaville IslanderSee pricesDec 18,2027
- Margaritaville IslanderSee pricesFeb 12,2028
- Margaritaville IslanderSee pricesFeb 22,2028
- Margaritaville IslanderSee pricesMar 11,2028
- Margaritaville IslanderSee pricesApr 1,2028
Sail to Key West & Progreso on another ship
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