Margaritaville Islander itinerary map for May 23, 2026 (5 nights)
Margaritaville Islander cruise ship

Margaritaville IslanderMay 23, 20265-Night Key West and Cozumel on Margaritaville at Sea

This 5-night cruise aboard the Islander departs from Tampa, Florida on Saturday, May 23, 2026 and returns on Thursday, May 28th. May weather across this route averages 91°/65°F.

The itinerary safety score for this sailing is 7.3 out of 10 — Tampa (6.9), Key West (7.9), Cozumel (7.0).

Cruise Length
5
Night Cruise
Departure Port
Tampa
Florida
Port Stops
3
Sea Days
2

Cruise Itinerary Map - 5 Night Key West and Cozumel

Margaritaville Islander · May 23, 2026

The Margaritaville Islander sails on May 23, 2026 for a 5 Night Key West and Cozumel. The ship will depart the port of Tampa, Florida at 3:30 PM and will return to the port of Tampa, Florida on May 28th at 7:00 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 Cozumel

  • MAY23
    Tampa, Florida
    Tampa, Florida
    A: — - D: 3:30 PM
  • MAY24
    Key West, Florida
    Key West, Florida
    A: 1:00 PM - D: 7:00 PM
  • MAY25
    At Sea
    At Sea
    A: — - D: —
  • MAY26
    Cozumel, Mexico
    Cozumel, Mexico
    A: 8:00 AM - D: 4:00 PM
  • MAY27
    At Sea
    At Sea
    A: — - D: —
  • MAY28
    Tampa, Florida
    Tampa, Florida
    A: 7:00 AM - D: —
Loading map...

Cruise Ports

May 23, 2026 · 5 Night Key West and Cozumel

Tampa, Florida — Day 1 of Margaritaville Islander May 23, 2026 cruise
Day 1Saturday, May 23

Tampa, Florida

Arrival:Departure: 3:30 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.

Key West, Florida — Day 2 of Margaritaville Islander May 23, 2026 cruise
Day 2Sunday, May 24

Key West, Florida

Arrival: 1:00 PMDeparture: 7:00 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.

Day 3 at sea — Margaritaville Islander May 23, 2026 itinerary
Day 3Monday, May 25

At Sea

Arrival: 12:00 AMDeparture: 11:59 PM

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

Cozumel, Mexico — Day 4 of Margaritaville Islander May 23, 2026 cruise
Day 4Tuesday, May 26

Cozumel, Mexico

Arrival: 8:00 AMDeparture: 4:00 PM

Cozumel, Mexico, offers docking at Cozumel Port. Travelers explore Chankanaab Park and San Gervasio ruins. Excursions include snorkeling at Palancar Reef. Local markets sell tacos. The peak season, December to April, brings warm weather for coastal tours. Photography captures coral reefs and Caribbean vistas. Dining onboard includes ceviche, a Mexican favorite. Souvenirs, like Mayan crafts, are sold in ship shops. Briefings cover Mayan history. Light clothing and sun protection suit the tropical climate, while water shoes enhance reef exploration. Cozumel’s coastal allure offers a vibrant Mexican stop. Cruise travelers enjoy a mix of ancient ruins and marine adventures, making Cozumel an engaging destination for exploration.

Day 5 at sea — Margaritaville Islander May 23, 2026 itinerary
Day 5Wednesday, May 27

At Sea

Arrival: 12:00 AMDeparture: 11:59 PM

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

Weather Forecast

Margaritaville Islander - May 23, 2026 Weather Forecast

Average monthly weather for your cruise ports

Tampa, Florida

May

Typical Weather

96°F

Average High

58°F

Average Low

Rainfall

0.11in

Daily average

3.5 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.

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
73 / 100
safer than 73% of all cruises
73
7
/ 10
Tampa, Florida
Tampa
Tampa is generally safe for cruise travelers, but visitors should remain vigilant in higher crime areas and stick to well-trafficked locations.
8
/ 10
Key West, Florida
Key West
Visitors to Key West should remain vigilant against petty crime, particularly theft, while taking standard precautions to ensure safety.
7
/ 10
Cozumel, Mexico
Cozumel
Cozumel is generally safe for tourists, but remain vigilant against petty crime and avoid risks in surrounding areas.

Cruise Ship

Margaritaville Islander

⚓ 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.

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:

Other Margaritaville Islander Sailings

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Margaritaville Islander May 23, 2026 FAQ

What's the cheapest cabin on the Margaritaville Islander May 23, 2026 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 May 23, 2026 route?

Across the ports visited on this 5-night route, May averages 91°F highs and 65°F lows. See the per-port weather forecast section above for daily detail.

How safe is the May 23, 2026 Margaritaville Islander itinerary?

This itinerary scores 7.3 out of 10 on the Gangwaze Itinerary Safety Score, with per-port scores of Tampa 6.9, Key West 7.9, Cozumel 7.0. 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, May 23, 2026 at 3:30 PM and returns on Thursday, May 28th, 2026 at 7:00 AM. Total duration: 5 nights.

Who is the cruise director for the Margaritaville Islander sailing on May 23, 2026?

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