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 Lisbon, Portugal 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 21-night cruise like?

A 21-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 21-night Star Collector: Atlantic Crossing to the Virgin Islands from Lisbon, Portugal, Dec 6, 2027

Windstar Cruises · Star Legend · Dec 06, 2027 – Dec 27, 2027

Visit Lisbon, Portugal, Funchal, Jost Van Dyke, Great Harbour, San Juan, Cruz Bay, St. John, Virgin Islands (u.S.) and 4 more ports

Departure Lisbon, Portugal

Return San Juan

Duration 21 Nights

From $6193 pp

Itinerary

Day 1

Lisbon, Portugal Arrives 1:00 PM · Departs 5:00 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

Funchal Arrives 8:00 AM · Departs 3:00 PM
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

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

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

At Sea Arrives 12:00 AM · Departs 12:00 AM
Day 14

Jost Van Dyke, Great Harbour Arrives 8:00 AM · Departs 6:00 PM
Day 15

San Juan Arrives 7:00 AM · Departs 7:00 PM
Day 16

Cruz Bay, St. John, Virgin Islands (u.S.) Arrives 8:00 AM · Departs 6:00 PM
Day 17

Basseterre, St. Kitts Arrives 8:00 AM · Departs 5:00 PM
Day 18

Gustavia, St. Barthelemy Arrives 7:00 AM · Departs 10:00 PM
Day 19

Philipsburg, St. Martin Arrives 8:00 AM · Departs 10:00 PM
Day 20

Jost Van Dyke, Great Harbour Arrives 9:00 AM · Departs 10:00 PM
Day 21

Virgin Gorda / Prickly Pear, British Virgin Island Arrives 8:00 AM · Departs 5:00 PM
Day 22

San Juan Arrives 7:00 AM · Departs 8:00 AM

Cabin Prices

Prices as of 2026-10-19.

Prices per person, based on double occupancy in USD.

Ocean View $6193

Balcony $11128

Suite $16168

Ports of Call

Lisbon, Portugal
Funchal
Jost Van Dyke, Great Harbour
San Juan
Cruz Bay, St. John, Virgin Islands (u.S.)
Basseterre, St. Kitts
Gustavia, St. Barthelemy
Philipsburg, St. Martin
Virgin Gorda / Prickly Pear, British Virgin Island

About This Cruise

21-night Windstar Cruises Star Legend cruise from Lisbon, Portugal to Funchal, Jost Van Dyke, Great Harbour, San Juan and Cruz Bay, St. John, Virgin…

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 Lisbon, Portugal 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 21-night cruise like?: A 21-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.