| Cruise line | Windstar Cruises |
|---|---|
| Ship | Wind Surf |
| Duration | 14 nights |
| Port calls | 3 |
| Departures | 1 sailings |
| Year built | 1990 |
| Guests | 376 |
| Cabins | 171 |
| Crew | 178 |
| Length | 187 m |
| Beam | 20 m |
| Cruising speed | 15.0 kn |
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Portugal Cruise from Lisbon to Philipsburg — 15 Days
14 nights · Portugal · Departs Lisbon (Portugal) · Visiting St Johns Antigua, Philipsburg St Maarten · Aboard Windstar Cruises on the Wind Surf
Image courtesy of Windstar Cruises ©
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Day 1
Lisbon, Portugal
Lisbon is a city best approached with time and comfortable shoes. Its seven hills rise above the Tagus, linking tiled lanes, grand squares and viewpoints with wide river views. In Alfama, narrow streets preserve the feel of old Lisbon. In Belém, the Jerónimos Monastery and Tower recall Portugal’s age of discovery. Pause for coffee and a warm pastel de nata between sights.
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Day 14
St Johns Antigua
Antigua rewards a day ashore with more than its celebrated beaches. St John’s, the compact capital, makes an easy starting point. Drive east to Nelson’s Dockyard, a remarkably preserved Georgian naval base and UNESCO World Heritage site. English Harbour’s sheltered waters and restored stone buildings reveal the island’s maritime past. Or trade history for a swim at one of the island’s many coves, from resort beaches to quieter shores.
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Day 15
Philipsburg St Maarten, Netherlands
Philipsburg rewards a shore day spent beyond the cruise terminal. It sits on a narrow strip between Great Bay and the Great Salt Pond. The Dutch-side capital is compact and easy to explore on foot. Front Street pairs duty-free shops with the 1793 courthouse, while the Boardwalk follows Great Bay Beach. Cross the open border into French Saint-Martin for French bakeries, lively markets and another stretch of coast.
Wind Surf Cruises
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- 14 Days Philipsburg St Maarten, Netherlands Round Trip
- 15 Days One-Way from Piraeus-Athens to Barcelona
- 15 Days Philipsburg St Maarten, Netherlands Round Trip
- 15 Days Piraeus-Athens, Greece Round Trip
- 16 Days One-Way from Civitavecchia-Rome to Lisbon
- 16 Days One-Way from Civitavecchia-Rome to Venice
- 16 Days One-Way from Lisbon to Philipsburg St Maarten
- 16 Days One-Way from Philipsburg St Maarten to Lisbon
- 16 Days One-Way from Tarragona to Piraeus-Athens
- 16 Days One-Way from Venice to Barcelona
- 16 Days One-Way from Venice to Civitavecchia-Rome
- 16 Days Philipsburg St Maarten, Netherlands Round Trip
- 17 Days One-Way from Lisbon to Civitavecchia-Rome
- 19 Days One-Way from Civitavecchia-Rome to Venice
- 19 Days One-Way from Venice to Civitavecchia-Rome
- 23 Days One-Way from Philipsburg St Maarten to Lisbon
- 24 Days One-Way from Lisbon to Philipsburg St Maarten
- 24 Days One-Way from Philipsburg St Maarten to Tarragona
- 24 Days One-Way from Venice to Lisbon
- 6 Days One-Way from Civitavecchia-Rome to Barcelona
- 7 Days Philipsburg St Maarten, Netherlands Round Trip
- 8 Days One-Way from Civitavecchia-Rome to Barcelona
- 8 Days One-Way from Civitavecchia-Rome to Piraeus-Athens
- 8 Days One-Way from Piraeus-Athens to Civitavecchia-Rome
- 8 Days Civitavecchia-Rome, Italy Round Trip
- 8 Days Philipsburg St Maarten, Netherlands Round Trip
- 8 Days Piraeus-Athens, Greece Round Trip
- 9 Days One-Way from Barcelona to Lisbon
- 9 Days One-Way from Civitavecchia-Rome to Venice
- 9 Days One-Way from Lisbon to Tarragona
- 9 Days One-Way from Tarragona to Civitavecchia-Rome
- 9 Days One-Way from Venice to Civitavecchia-Rome
- 9 Days Philipsburg St Maarten, Netherlands Round Trip
- 10 Days Piraeus-Athens, Greece Round Trip
- 10 Days Venice, Italy Round Trip
Published September 17, 2026
Last updated October 3, 2026
Author: J. Richard
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