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14-night Ocean Crossings + Ponta Delgada, Azores Cruise

St. Maarten (Philipsburg)/Lisbon
14-night Ocean Crossings + Ponta Delgada, Azores Cruise
April 4, 2026
Windstar Cruises: Wind Surf
St. Maarten (Philipsburg)/Lisbon
Vacation Offer ID 1559495
Reference this number when contacting our travel specialist.
Exclusive Offer
  • $300 Per Couple Shipboard Credit

Note: Amenities may not be combinable with fares shown. Additional restrictions apply.

Overview
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Ship Info
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Activities & Services
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Staterooms
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Deckplans
The Signature Collection – Exclusive Amenities
The Signature Collection Sailings offer Exceptional Value and Exclusive Amenities.

Cruise Inclusions

  • 14-night Cruise
  • Meals
  • Entertainment

Available Add-Ons

Optional shore excursions.
Optional roundtrip airfare.
  • Destination Guide
  • Suggested Shore Excursions
Destination Arrival Departure
St. Maarten (Philipsburg)

St. Maarten (Philipsburg) 04/04/2026

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.
04/04/2026 04/04/2026
At Sea
04/05/2026 04/13/2026
Ponta Delgada (Azores)

Ponta Delgada (Azores) 04/14/2026

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.

Optional Private Excursions

Avoid the crowds and hustle and bustle associated with a group activity. For a memorable trip ashore, we invite you to consider a private shore excursion. Enjoy the undivided attention of your own driver/guide and the flexibility of experiencing the aspects of the local culture that most interest you. Below are just some samples of the private shore excursions we can arrange for you. Let us personalize your experience!

Azores: Jeep Private Tour in Sete Cidades - 3.5 hours
Highlights
Cruise along the forested floor of a massive volcanic crater as you explore Sete Cidades with an experienced local guide. In a rugged 4x4 vehicle, ride between sparkling lakes and bounce down dirt roads that lead to sweeping viewpoints of this stunning and dramatic landscape.

Get picked up from Ponta Delgada city, where you can buckle into the seat of an off-road vehicle perfectly suited to tackle the area's rural roads and country lanes.

At the end of the tour: Drop Off at Ship.

What's Included?
  • 3.5 hours tour with a professional guide and driver
  • Transportation
What Isn't Included?
  • Food and drinks
  • Souvenirs
04/14/2026 04/14/2026
At Sea
04/15/2026 04/17/2026
Lisbon

Lisbon 04/18/2026

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.

Optional Private Excursions

Avoid the crowds and hustle and bustle associated with a group activity. For a memorable trip ashore, we invite you to consider a private shore excursion. Enjoy the undivided attention of your own driver/guide and the flexibility of experiencing the aspects of the local culture that most interest you. Below are just some samples of the private shore excursions we can arrange for you. Let us personalize your experience!

An Exploration of Lisbon (8 hours)
Highlights:
Lying north of the River Tagus estuary and stretching over seven hills, Portugal's capital city has much to offer.  Receive a warm welcome at the port by your private guide and driver and from here commence your engaging tour of Lisbon.

Explore the Belem district with its magnificent Jerónimos Monastery, an extraordinary example of Portugal's 'Manueline' style of architecture. Once populated by monks, the UNESCO-listed monastery was commissioned by King Manuel I to celebrate Vasco da Gama's discovery of a sea route to India in 1498. Time permitting, visit Torre de Belém (Belém Tower), one of Lisbon's most iconic buildings and symbolic of Portugal's great Age of Expansion.

Next, it's time for a refreshment stop, where you may wish to sample the famous and scrumptious Pastéis de Belém (Portuguese custard tarts). From here you return to your cruise ship.
  • Discover the beautiful Belem district with its magnificent Jeronimos Monastery
  • Behold the priceless treasures on display at the Calouste Gulbenkian Museum and try the exquisite pasteis de nata local pastries
Tour Duration: 8 hours
Tour can operate: Morning/Afternoon

Wheelchair Accessible: Please enquire for more information

Physical Activity Level: Light

Inclusions: 
  • Private transport by luxury car or minivan
  • An expert local guide for 8 hours
  • Entrance fees to all sights and museums
  • All taxes
Not Included:
  • All cruise travel, personal items, meals and associated costs
  • Gratuities
Queluz, Sintra and Estoril (8 hours)
Highlights:
Venture outside of Lisbon to explore Queluz, Sintra and Estoril during your private shore excursion. Take the short driver to the sumptuous 18th-century Queluz Palace, where you can admire the magnificent formal gardens and azulejo-lined canals.

Afterwards visit Sintra, the summer retreat of Portuguese monarchs and Moorish emirs before them. Today, this town, nestling on the north side of the Sintra Mountain, is a UNESCO World Heritage Site.

Stroll through the town where charming streets are filled with fine handicraft shops. You then descend to Guincho beach for a fabulous view of Cape Rock, the westernmost point of the European continent and continuing to the resort town of Estoril on the scenic coastal road with fantastic views, en route back to your cruise ship.
  • Explore Queluz Palace, the summer residence of the Portugese Royal Family
  • Take a short drive to Sintra, the summer retreat of Portuguese monarchs and a UNESCO Word Heritage Site
Tour Duration: 8 hours
Tour can operate: Morning/Afternoon

Wheelchair Accessible: Please enquire for more information

Physical Activity Level: Light

Inclusions: 
  • Private transport by luxury car or minivan
  • An expert local guide for 8 hours
  • Entrance fees to all sights and museums
  • All taxes
Not Included:
  • All cruise travel, personal items, meals and associated costs
  • Gratuities
Highlights of Lisbon (4 hours)
Highlights:
See Belem Tower, one of Lisbon's iconic buildings and symbolic of the nation's Age of Expansion. Admire the impressive collection of painted and gilded Baroque coaches at the National Coach Museum.

Tour Duration: 4 hours
Tour can operate: Morning/Afternoon

Wheelchair Accessible: Please enquire for more information

Physical Activity Level: Light

Inclusions: 
  • Private transport by luxury car or minivan
  • An expert local guide for 8 hours
  • Entrance fees to all sights and museums
  • All taxes
Not Included:
  • All cruise travel, personal items, meals and associated costs
  • Gratuities
04/18/2026 04/18/2026
Windstar Cruises: Wind Surf
On any day, the 342-guest flagship, Wind Surf, the world’s largest sailing ship, draws admiring glances as she glides majestically into port with her tall sails billowing and her beauty is far more than skin deep. During their cruise, you will find the perfect setting for ‘making an entrance’ in the beautiful reception area.
Ship Highlights
  • Relax into the destinations you’re visiting at the new World Spa by Windstar
  • Public spaces such as Dining areas, Lounge, Club Café etc
  • Enjoy at the pool bar where one can enjoy the view
  • Fitness Center and Classes
Ship Statistics
Maiden Voyage
1990
Last Refurbished
2019
Registry
Bahamas
Gross Tonnage
14,745
Beam
66 ft (20.1 m)
Maximum Speed
12 knots
Ship Length
535 ft (163.1 m)
Passenger Capacity
342
Number of Crew
210
Crew Nationality
International
Number of Staterooms
150
Number of Suites
21
Dining / Restaurants
5
Pool
Yes
Number of Decks
6
Spa
Yes
Bars / Lounges
4
Fitness Center
Yes
Wheelchair Accessible
Yes

Dining

Compass Rose
Here you can enjoy beverages while listening to the great sounds of piano.
Veranda
It's breakfast alfresco, full service or buffet-style, anytime till 9:30 a.m. No need to hurry. Again, the choices are many in Veranda. Choose the sumptuous, seemingly endless buffet. Or, order from the lunch menu between noon and 2:30 p.m. / Here’s the perfect place for a romantic tete-a-tete under the stars in Candles, Windstar’s signature outdoor restaurant transformed by night into a dreamlike paradise. Delectable cuisine, memorable surroundings, inspired wine pairings.
Candles
Here’s the perfect place for a romantic talk under the stars in Candles, Windstar’s signature outdoor restaurant transformed by night into a dreamlike paradise. Delectable cuisine, memorable surroundings, inspired wine pairings.
Stella Bistro
Treat your palate to the French-inspired cafe cuisine of Stella Bistro, Wind Surf’s alternative restaurant. You’ll find delightfully indulgent desserts and a wonderful array of wines specifically paired to the meal.

Bars & Lounges

Yacht Club
Comfortable lounge with bar for spectating wonderful ocean views.
Pool Bar
Refreshing drinks and snacks to make your day enjoyable.
Lounge Bar
Lounge Bar.

Onboard Activities

Reception
Here you will receive all information about your cruise.
Captain's Bridge
This is your yacht, so of course you’re welcome on the Bridge, where the Captain and officers are delighted to share charts, routes, and vistas with you.
Live Entertainment
Live Entertainment.

Outdoor Activities

Pool
Take a dip in the pool.
Deck
Deck.

Wellness

Wind Spa
As you enter the hushed atmosphere of our newly-expanded WindSpas, you'll feel every last care gently melt away. Maybe you'll try a Hydralift facial or a new color on your toes. Maybe you'll surrender to the transformative power of a relaxing massage. With one of the highest crew-to-passenger ratios at sea, you will find yourself in the enviable position of never having to lift a finger.
Yoga Classes
Yoga Classes.

Oceanview

Ocean View Stateroom (B) $2,626
Ocean View Stateroom
  • Category: B
  • Deck One
Size: 188 square feet (18 square meters). Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers. Note: Staterooms with 3rd Berths: 117–139; all suites (excluding 501). Staterooms with One Queen Size Bed Only (no twin option): 101, 102, 157, 301-304.
Deluxe Ocean View Stateroom (BX) $2,726
Deluxe Ocean View Stateroom
  • Category: BX
  • Deck One
Size: 188 square feet (18 square meters). Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers. Note: Staterooms with 3rd Berths: 117–139; all suites (excluding 501). Staterooms with One Queen Size Bed Only (no twin option): 101, 102, 157, 301-304.
(A) $2,826
  • Category: A
  • Deck Two
(AX) $3,026
  • Category: AX
  • Deck Two
Guarantee Stateroom (Y) Call for pricing
Guarantee Stateroom
  • Category: Y
With this selection, you are guaranteed to receive a stateroom within a selected category, anywhere on the ship. However, the actual room assignment and location on the ship may be determined at any time after your reservation has been completed and paid in full up to the day of sailing.

Suite

Deluxe Ocean View Stateroom (TX) $3,226
Deluxe Ocean View Stateroom
  • Category: TX
  • Deck Three
Size: 188 square feet (18 square meters). Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers. Note: Staterooms with 3rd Berths: 117–139; all suites (excluding 501). Staterooms with One Queen Size Bed Only (no twin option): 101, 102, 157, 301-304.
Suite (STE) $4,326
Suite
  • Category: STE
Size: 242-376 square feet (22.5-35 square meters). Some Suites have 2 bathrooms. 
Officer's Suite (OS) $4,526
Officer's Suite
  • Category: OS
  • Bridge
Size: 242 square feet (22.5 square meters) and 1 bathroom.
Bridge Suite (BRS) $6,126
Bridge Suite
  • Category: BRS
Size: 495 square feet (46 square meters). The ultimate in space and style surrounds you in 495 square feet of pure indulgence. Separate bedroom and living room with an in-suite dining area is an invitation to relaxation. And possibly best of all, your expansive bathroom features both a whirlpool spa tub and a massage shower.
Rates are cruise only, per person, based on double occupancy and include government fees/taxes of $27. Optional transfers and airfare (unless otherwise stated) additional for all guests.

Prices are per person, based on double occupancy and include government fees and taxes. Optional airfare and transfers additional.

All fares are quoted in US Dollars.

Star

Stateroom Key

  • Deluxe Ocean View Stateroom (TX)
  • Officer's Suite (OS)
  • Suite (STE)
  • Bridge Suite (BRS)
  • (AX)
  • Deluxe Ocean View Stateroom (BX)
  • (A)
  • Ocean View Stateroom (B)
  • Guarantee Stateroom (Y)
Bridge

Stateroom Key

  • Deluxe Ocean View Stateroom (TX)
  • Officer's Suite (OS)
  • Suite (STE)
  • Bridge Suite (BRS)
  • (AX)
  • Deluxe Ocean View Stateroom (BX)
  • (A)
  • Ocean View Stateroom (B)
  • Guarantee Stateroom (Y)
Main

Stateroom Key

  • Deluxe Ocean View Stateroom (TX)
  • Officer's Suite (OS)
  • Suite (STE)
  • Bridge Suite (BRS)
  • (AX)
  • Deluxe Ocean View Stateroom (BX)
  • (A)
  • Ocean View Stateroom (B)
  • Guarantee Stateroom (Y)
Deck Three

Stateroom Key

  • Deluxe Ocean View Stateroom (TX)
  • Officer's Suite (OS)
  • Suite (STE)
  • Bridge Suite (BRS)
  • (AX)
  • Deluxe Ocean View Stateroom (BX)
  • (A)
  • Ocean View Stateroom (B)
  • Guarantee Stateroom (Y)
Deck Two

Stateroom Key

  • Deluxe Ocean View Stateroom (TX)
  • Officer's Suite (OS)
  • Suite (STE)
  • Bridge Suite (BRS)
  • (AX)
  • Deluxe Ocean View Stateroom (BX)
  • (A)
  • Ocean View Stateroom (B)
  • Guarantee Stateroom (Y)
Deck One

Stateroom Key

  • Deluxe Ocean View Stateroom (TX)
  • Officer's Suite (OS)
  • Suite (STE)
  • Bridge Suite (BRS)
  • (AX)
  • Deluxe Ocean View Stateroom (BX)
  • (A)
  • Ocean View Stateroom (B)
  • Guarantee Stateroom (Y)