What is included in the cruise fare?

Standard cruise fares include your cabin, onboard meals at main dining venues, most non-specialty entertainment, use of pools and common facilities, and transport between ports of call. Gratuities, specialty dining, alcoholic drinks, shore excursions and onboard spa services are typically billed separately.

How far in advance should I book this cruise?

For popular sailings, booking 6–12 months ahead typically gives the best cabin selection and fares. Last-minute discounts can appear 30–60 days before departure when the cruise line wants to fill remaining cabins on Star Legend.

What documents do I need to board?

Most international itineraries require a passport valid for at least six months beyond your return date. Closed-loop sailings that depart and return to the same U.S. port from San Juan may accept a government-issued photo ID plus a certified birth certificate for U.S. citizens — always verify with the cruise line.

Can I change or cancel my booking?

Change and cancellation policies depend on Windstar Cruises's fare type and how close you are to departure. Refundable deposits typically allow changes up to the final-payment date without penalty; closer to sailing, cancellation fees scale up. Review the specific fare rules before booking.

What is a 14-night cruise like?

A 14-night cruise balances relaxing sea days with active port days. You can expect a mix of onboard programming — dining, entertainment, spa and fitness — and multiple shore excursions from Star Legend. Pack for both formal nights and casual deck days.

Star Legend 14-night Transatlantic Crossing from San Juan, Feb 28, 2028

Windstar Cruises · Star Legend · Feb 28, 2028 – Mar 13, 2028

Visit San Juan, Funchal, Casablanca, Morocco, Lisbon, Portugal

Departure San Juan

Return Lisbon, Portugal

Duration 14 Nights

From $2420 pp

Itinerary

Day 1

San Juan Arrives 1:00 PM · Departs 4:00 PM
Day 2

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 3

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 4

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 5

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 6

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 7

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 8

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 9

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 10

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 11

Funchal Arrives 8:00 AM · Departs 2:00 PM
Day 12

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 13

Casablanca, Morocco Arrives 7:00 AM · Departs 10:00 PM
Day 14

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 15

Lisbon, Portugal Arrives 6:00 AM · Departs 7:00 AM

Cabin Prices

Prices as of 2026-10-19.

Prices per person, based on double occupancy in USD.

Ocean View $2420

Balcony $3750

Suite $7880

Ports of Call

San Juan
Funchal
Casablanca, Morocco
Lisbon, Portugal

About This Cruise

14-night Windstar Cruises Star Legend cruise from San Juan to Funchal, Casablanca, Morocco and Lisbon, Portugal Compare cabins from $2,420.

Cruise Line Windstar Cruises

Ship Star Legend

Frequently asked questions

What is included in the cruise fare?: Standard cruise fares include your cabin, onboard meals at main dining venues, most non-specialty entertainment, use of pools and common facilities, and transport between ports of call. Gratuities, specialty dining, alcoholic drinks, shore excursions and onboard spa services are typically billed separately.
How far in advance should I book this cruise?: For popular sailings, booking 6–12 months ahead typically gives the best cabin selection and fares. Last-minute discounts can appear 30–60 days before departure when the cruise line wants to fill remaining cabins on Star Legend.
What documents do I need to board?: Most international itineraries require a passport valid for at least six months beyond your return date. Closed-loop sailings that depart and return to the same U.S. port from San Juan may accept a government-issued photo ID plus a certified birth certificate for U.S. citizens — always verify with the cruise line.
Can I change or cancel my booking?: Change and cancellation policies depend on Windstar Cruises's fare type and how close you are to departure. Refundable deposits typically allow changes up to the final-payment date without penalty; closer to sailing, cancellation fees scale up. Review the specific fare rules before booking.
What is a 14-night cruise like?: A 14-night cruise balances relaxing sea days with active port days. You can expect a mix of onboard programming — dining, entertainment, spa and fitness — and multiple shore excursions from Star Legend. Pack for both formal nights and casual deck days.