Margaritaville Islander itinerary map for February 27, 2027 (5 nights)

Margaritaville Islander — February 27, 20275-Night Key West and Progreso on Margaritaville at Sea

This 5-night cruise aboard the Islander departs from Tampa, Florida on Saturday, February 27, 2027 and returns on Thursday, Mar 4th. February weather across this route averages 84°/45°F.

The itinerary safety score for this sailing is 7.0 out of 10 — Tampa (6.9), Key West (7.9), Progreso (6.1).

Cruise Length

Night Cruise

Departure Port

Tampa

Florida

Port Stops

Sea Days

Cruise Itinerary Map - 5 Night Key West and Progreso

Margaritaville Islander · February 27, 2027

The Margaritaville Islander sails on February 27, 2027 for a 5 Night Key West and Progreso. The ship will depart the port of Tampa, Florida at 2:30 PM and will return to the port of Tampa, Florida on Mar 4th at 6:00 AM. During the 6-day journey, the Margaritaville Islander will visit 2 additional ports and will spend 2 days at sea.

Cruise itinerary route

5 Night Key West and Progreso

FEB27
Tampa, Florida
A: — - D: 2:30 PM
FEB28
Key West, Florida
A: 12:00 PM - D: 6:00 PM
MAR01
At Sea
A: — - D: —
MAR02
Progreso (Merida), Mexico
A: 7:00 AM - D: 3:00 PM
MAR03
At Sea
A: — - D: —
MAR04
Tampa, Florida
A: 6:00 AM - D: —

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Cruise Ports

February 27, 2027 · 5 Night Key West and Progreso

Day 1•Saturday, Feb 27

Tampa, Florida

Arrival: —•Departure: 2:30 PM

Tampa, Florida, offers docking at Port Tampa Bay. Travelers explore Ybor City and Tampa Riverwalk. Excursions include manatee tours at Crystal River. Local markets sell Cuban sandwiches. The peak season, December to April, brings warm weather for coastal tours. Photography captures historic cigar factories and Gulf vistas. Dining onboard includes grouper, a Floridian favorite. Souvenirs, like seashell crafts, are sold in ship shops. Briefings cover Seminole history. Light clothing and sun protection suit the subtropical climate, while comfortable shoes enhance city walks. Tampa’s cultural charm offers a vibrant American stop. Cruise travelers enjoy a mix of historic districts and scenic waterways, making Tampa an engaging destination for exploration.

Port Info Link Port Excursions Link

Day 2•Sunday, Feb 28

Key West, Florida

Arrival: 12:00 PM•Departure: 6:00 PM

Key West, Florida, offers docking at Mallory Square Port. Travelers explore Duval Street and Hemingway House. Excursions include snorkeling at Dry Tortugas. Local markets sell key lime pie. The peak season, December to April, brings warm weather for coastal tours. Photography captures colorful homes and Gulf vistas. Dining onboard includes conch fritters, a Floridian favorite. Souvenirs, like seashell crafts, are sold in ship shops. Briefings cover Conch Republic history. Light clothing and sun protection suit the subtropical climate, while comfortable shoes enhance city walks. Key West’s vibrant charm offers a lively American stop. Cruise travelers enjoy a mix of literary history and scenic coasts, making Key West an engaging destination.

Port Info Link Port Excursions Link

Day 3•Monday, Mar 1

At Sea

Arrival: 11:00 PM•Departure: 10:59 PM

Day at sea aboard the Islander — featuring Tiki Grill, Twister Waterslide, Tiki Bar & Retail Shops.

Day 4•Tuesday, Mar 2

Progreso (Merida), Mexico

Arrival: 7:00 AM•Departure: 3:00 PM

Progreso (Merida), Mexico, offers docking at Progreso Port with excursions to Merida. Travelers explore Chichen Itza and Merida’s Plaza Grande. Excursions include cenote swimming. Local markets sell cochinita pibil. The peak season, December to April, brings warm weather for coastal tours. Photography captures Mayan pyramids and Gulf vistas. Dining onboard includes sopa de lima, a Yucatecan favorite. Souvenirs, like hammocks, are sold in ship shops. Briefings cover Mayan history. Light clothing and sun protection suit the tropical climate, while water shoes enhance cenote exploration. Progreso’s cultural gateway offers a vibrant Mexican stop. Cruise travelers enjoy a mix of ancient ruins and scenic coasts, making Progreso an engaging destination.

Port Info Link Port Excursions Link

Day 5•Wednesday, Mar 3

At Sea

Arrival: 11:00 PM•Departure: 10:59 PM

Day at sea aboard the Islander — featuring Tiki Grill, Twister Waterslide, Tiki Bar & Retail Shops.

Day 6•Thursday, Mar 4

Tampa, Florida

Arrival: 6:00 AM•Departure: —

Returning to Tampa, Florida — see Day 1 above for port info.

Port Info Link Port Excursions Link

Weather Forecast

Margaritaville Islander - February 27, 2027 Weather Forecast

Average monthly weather for your cruise ports

Tampa, Florida

⛅

February

Typical Weather

85°F

Average High

32°F

Average Low

Rainfall

0.09in

Daily average

2.5 in monthly total

Shore Excursions

Explore the most popular excursion options at each port.

From beach breaks and snorkeling to local food tours and cultural landmarks, these shore excursions help you make the most of every stop. Browse by port below to compare top-rated options and plan your day before you board.

See all Tampa Shore Tours

Itinerary Safety Score

Based on comprehensive research of cruise port safety information, including recent crime reports, travel advisories, Global Peace Index rankings, and specific port security concerns, we've created a "safety score" for each cruise port stop. The overall rating below represents a combined score for your specific cruise itinerary.

Itinerary Safety Rank

70 / 100

safer than 70% of all cruises

/ 10

Tampa

Tampa is generally safe for cruise travelers, but visitors should remain vigilant in higher crime areas and stick to well-trafficked locations.

/ 10

Key West

Visitors to Key West should remain vigilant against petty crime, particularly theft, while taking standard precautions to ensure safety.

/ 10

Progreso

Progreso is generally safe for travelers, but it's crucial to stay vigilant against pickpocketing and scams, especially in crowded areas.

Cruise Ship

⚓ Tonnage

85,619

vs avg 69,273

🛠️ Year Built

2,000

vs avg 1,994

📏 Length (ft)

959

vs avg 841

👥 Passenger Count

2,114

vs avg 1,897

The Islander has a construction date of 2000 and a total size of 85,619 gross tons. The ship measures 959 feet in length. Margaritaville Islander is included in Margaritaville at Sea’s Spirit class. At full capacity, the Margaritaville Islander holds 2,114 passengers. That includes 1,217 cruise vacationers and 897 staff members. The Islander total number of staterooms is 1,105.

Full Margaritaville Islander Ship Info

Click above for more Margaritaville Islander stats, tips, imagery, and more.

📊Size comparison chart against other ships
🍸Bars, restaurants, and venue highlights
🛠️Renovation and dry-dock schedule
❓FAQ's about Margaritaville Islander

Also of interest:

Margaritaville Islander Deck Plans Margaritaville Islander Cabin Search Margaritaville Islander Health Score

Other Margaritaville Islander Sailings

Same ship, different dates

← Previous sailing

Feb 20, 2027

7-Night 7 Night Key West & Mexico

All sailings

Margaritaville Islander schedule

Full itinerary calendar

Next sailing →

Mar 4, 2027

5-Night 5 Night Mexico Duo

Margaritaville Islander February 27, 2027 FAQ

What's the cheapest cabin on the Margaritaville Islander February 27, 2027 cruise?▾

Live pricing is not currently available for this sailing. Sign up for price-drop alerts above to be notified when fares appear.

What's the weather like on the Margaritaville Islander February 27, 2027 route?▾

Across the ports visited on this 5-night route, February averages 84°F highs and 45°F lows. See the per-port weather forecast section above for daily detail.

How safe is the February 27, 2027 Margaritaville Islander itinerary?▾

This itinerary scores 7.0 out of 10 on the Gangwaze Itinerary Safety Score, with per-port scores of Tampa 6.9, Key West 7.9, Progreso 6.1. We weight current travel advisories, recent crime data, and Global Peace Index signals — see the Safety Score section above for the full per-port breakdown.

When does the Margaritaville Islander sail and return on this itinerary?▾

The Margaritaville Islander departs Tampa, Florida on Saturday, February 27, 2027 at 2:30 PM and returns on Thursday, Mar 4th, 2027 at 6:00 AM. Total duration: 5 nights.

Who is the cruise director for the Margaritaville Islander sailing on February 27, 2027?▾

Cruise director assignment for this sail date is not currently confirmed in our records.

Can I track price drops for this Margaritaville Islander itinerary?▾

Yes — use the price tracking opt-in on this page to get an email when cabin prices drop for this exact sailing. We snapshot fares daily.

Researched and assembled by Gangwaze Cruise Editorial using daily-refreshed itinerary, pricing, weather, and safety data.

Last Updated: May 19, 2026