Ocean Crossings + Ponta Delgada, Azores
 
Philipsburg, St. Maarten to Lisbon
Sat Mar 29, 2025 - Sat Apr 12, 2025,
 14 days
 on Wind Surf
VIEW ALL DATES
Starting from $2,699 USD
ADD TO
WISH LIST
REMOVE
FROM
WISH LIST

ITINERARY AND SHORE EXCURSIONS

The best on land brought to you by the best at sea. Get to the heart of local cultures with Windstar shore excursions. You don't want to just dip a toe in local culture, you want to dive into the deep end, and that's exactly what Windstar shore excursions are designed to do. All of our excursion are created to provide authentic local experience - the kind travelers like you are looking for. And with more than 2,500 excursions to choose from, you can experience your destination in whatever way is most meaningful to you. Whether you're an outdoor enthusiast, a foodie, a history buff, or someone who loves to get to know the faces behind the many places we travel.

Date
Port
Arrive
Depart
Watersports
Platform
Shore
Excursions
Expand
Sat Mar 29
Philipsburg, St. Maarten
Arrive:
Depart:7:00 PM
Watersports Platform: 
4 Available
+_
Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.
4 Shore Excursions Available
+
_
St. Maarten, Post Island Tour with Transfer to AirportEssentials Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$99
VIEW DETAILS
St. Maarten, Post Island Tour with Transfer to HotelEssentials Collection | Sightseeing
Duration4 Hours
Activity LevelEasy-Moderate
$99
VIEW DETAILS
St. Maarten: Americas Cup Sailboat Racing with Transfer to AirportBoating | Essentials Collection | Outdoors | Refreshments
Duration2.5 Hours
Activity LevelModerate
$179
VIEW DETAILS
St. Maarten: Americas Cup Sailboat Racing with Transfer to Windstar Hotel Outdoors | Refreshments | Boating | Essentials Collection
Duration2.5 Hours
Activity LevelModerate
$179
VIEW DETAILS
Sun Mar 30
AT SEA
Arrive:
Depart:
Watersports Platform: 
Mon Mar 31
AT SEA
Arrive:
Depart:
Watersports Platform: 
Tue Apr 1
AT SEA
Arrive:
Depart:
Watersports Platform: 
Wed Apr 2
AT SEA
Arrive:
Depart:
Watersports Platform: 
Thu Apr 3
AT SEA
Arrive:
Depart:
Watersports Platform: 
Fri Apr 4
AT SEA
Arrive:
Depart:
Watersports Platform: 
Sat Apr 5
AT SEA
Arrive:
Depart:
Watersports Platform: 
Sun Apr 6
AT SEA
Arrive:
Depart:
Watersports Platform: 
Mon Apr 7
AT SEA
Arrive:
Depart:
Watersports Platform: 
Tue Apr 8
Ponta Delgada
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
7 Available
+_
Ponta Delgada is the capital of São Miguel Island, gateway to the crater lakes and volcano of Sete Cidades and to the Azores Archipelago of Portugal. There is much to do here including horseback riding, golfing, and inviting beaches with volcanic sand, tidal pools and inviting surfing or body boarding.  Sites to see include the impressive, 3-arched city gates and the Gothic-style Church of St. Sebastian near the harbor, the Hermitage of Our Lady of Peace Temple, the quirky street art and the Carlos Machado Museum with a variety of artifacts of  the Azorean culture.
7 Shore Excursions Available
+
_
Ponta Delgada, Concierge Collection: Half Day Private Car with English-speaking Driver*Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$449
VIEW DETAILS
Ponta Delgada, Concierge Collection: Half Day Private Van w/ English-speaking DriverConcierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$699
VIEW DETAILS
Ponta Delgada, Best of the Azores: Furnas Valley & Hotsprings with Cozido *Dining | Essentials Collection | Sightseeing | Watersports
Duration8 Hours
Activity LevelModerate
$185
VIEW DETAILS
Ponta Delgada, Sete Cidades Crater Lake *Essentials Collection | Sightseeing | Refreshments
Duration3.5 Hours
Activity LevelEasy
$79
VIEW DETAILS
Ponta Delgada, Concierge Collection: Full Day Private Car with Driver & English-speaking Guide*Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$949
VIEW DETAILS
Ponta Delgada, Concierge Collection: Full Day Private Van with Driver & English-speaking Guide*Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,399
VIEW DETAILS
Ponta Delgada, Hike Sete Cidades *Essentials Collection | Hiking | Sightseeing
Duration4 Hours
Activity LevelModerate-Strenuous
$89
VIEW DETAILS
Wed Apr 9
AT SEA
Arrive:
Depart:
Watersports Platform: 
Thu Apr 10
AT SEA
Arrive:
Depart:
Watersports Platform: 
Fri Apr 11
AT SEA
Arrive:
Depart:
Watersports Platform: 
Sat Apr 12
Lisbon
Arrive:7:00 AM
Depart:
Watersports Platform: 
7 Available
+_
The rhythm of Lisbon invites you to join its captivating dance. This splendid capital city on the banks of the Rio Teja offers a warm welcome and an unparalleled blend of architectural styles. Elegant outdoor cafés line the cobbled sidewalks. Turn-of-the-century funiculars climb the scenic hills. Find the UNESCO sites of the Tower of Belem and the Monastery of the Hieronymites. And, everywhere, the city engages you with its easy style and remarkable charm.
7 Shore Excursions Available
+
_
Lisbon, Concierge Collection: Half Day Private Car & Guide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$625
VIEW DETAILS
Lisbon, Concierge Collection: Half Day Private Van & Guide *Concierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$725
VIEW DETAILS
Lisbon, Concierge Collection: Full Day Private Car & Guide *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$999
VIEW DETAILS
Lisbon, Concierge Collection: Full Day Private Van & Guide *Concierge Collection | Sightseeing
Duration8 Hours
Activity LevelEasy
$1,099
VIEW DETAILS
Lisbon, Majestic Sintras & Cascais With Transfer to Windstar Hotel *Essentials Collection | Sightseeing
Duration3.5 Hours
Activity LevelModerate
$135
VIEW DETAILS
Lisbon, Highlights with Transfer to Airport *Essentials Collection | Sightseeing
Duration2.5 Hours
Activity LevelEasy
$109
VIEW DETAILS
Lisbon by Tuk Tuk *Essentials Collection | Sightseeing | Refreshments | Wine
Duration3 Hours
Activity LevelEasy-Moderate
$375
VIEW DETAILS