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2025 Canary Islands Luxury Cruise
Cruise

Canary Islands Luxury Cruise

Dec 10, 2025  -  Dec 20, 2025
  • Santa Cruz de Tenerife
  • San Sebastián de la Gomera
  • Santa Cruz de la Palma
  • Funchal, Madeira
  • Lanzarote, Canary Islands/Arrecife
  • Las Palmas, Grand Canaria
  • Santa Cruz de Tenerife
See the best of the Canary Islands with Olivia!Book Your Perfect Trip
Playa de Cofete, Las Palmas, Grand Canaria

Visit the Beautiful Canary Islands with Olivia

Have you always wanted to visit the Canary Islands, but are not sure what they are all about? This 11-day/10-night itinerary will allow you to see the best of the Canary Islands with Olivia. Natural beauty is rampant in the Canary Islands, with a diversity that is astounding. Tenerife with its spectacular beaches and soaring Mount Teide. Martian landscapes on Lanzarote. Lush green La Palma. Cloud forest, cliffs and canyons on La Gomera. Then there are the skies in Tenerife, piercing blue by day, and some of the world's darkest and most stargazer-friendly at night. Plus, a climate that’s earned these islands a reputation as the Land of Eternal Spring, with temperatures averaging 64° to 77°F year-round. And that’s just the backdrop. On stage, you’ll find a culture that blends Spanish and African influences into a fusion of flavorful and colorful cuisines, customs, and activities for everyone: history lovers, art lovers, beach lovers, nature lovers, and wine lovers who will swoon over the islands’ famously improbable wines.

Visit the stunning Canary Islands on board the intimate 148-passenger ship, the msy Wind Star. The luxurious 4-masted Wind Star vessel will feel like your own private yacht. Join us on this once-in-a-lifetime voyage!

What's Included

  • Accommodations for 11 days/10 nights on the elegant on the elegant Windstar sailing and motor yacht, msy Wind Star
  • All meals onboard the ship’s restaurants featuring gourmet fare, including 24-hour room service
  • Complimentary non-alcohol soft beverages including water, sparkling water, sodas, fresh juices, fruit smoothies, tea, coffee, specialty coffees, and zero-proof cocktails
  • Welcome cocktails at reception
  • Unlimited use of Fitness Center
  • Complimentary movies On Demand
  • Olivia’s signature entertainment and programming, and local entertainment
  • Personalized Team Olivia assistance throughout
What's Included
  • What's Not Included
    • Airfare / Airport transfers
    • Alcoholic beverages / beverage packages
    • Spa and laundry services
    • Internet
    • Gift Shop
    • Medical attention
    • Shore excursions
    • Travel insurance & personal incidentals

Itinerary

  • Day 1Santa Cruz de Tenerife, SpainWednesday, Dec 10, 20255 pm

    Begin your luxurious cruise in Santa Cruz de Tenerife, Spain. Your ship embarks at 1 pm and departs at 5 pm.

  • Day 2San Sebastián de la Gomera, SpainThursday, Dec 11, 20259 am - 6 pm

    Though you won’t find canaries here you will find people who can whistle like them. Whistled speech helped shepherds communicate across the steep ravines and in the lush cloud forest of Garajonay National Park, a UNESCO World Heritage Site. Columbus paused here on all three voyages so you’re in good company as you explore historic San Sebastián, but with all the natural beauty around, you’ll find your gaze drawn inexorably up the terraced hillsides and across to views of Mount Teide.

  • Day 3Santa Cruz de La Palma, SpainFriday, Dec 12, 20257 am - 6 pm

    Santa Cruz de la Palma has a distinct Caribbean feel with its colorful houses and relaxed, casual feel. Walk along the cobblestone streets of this charming port that once was a connecting port on the route to the Americas. Learn about the town’s history at the Island Museum of La Palma located in a 16th century monastery and the Naval Museum housed in a full-sized reproduction of the Santa Maria. And see some of the 15 large telescopes along the ridge of Caldera del Taburieint National Park.

  • Day 4At SeaSaturday, Dec 13, 2025
  • Day 5Funchal, Madeira, PortugalSunday, Dec 14, 20251 pm - Overnight

    Considered one of Portugal’s main tourist attractions and home of world-famous footballer Cristiano Ronaldo, Funchal is known for its style and beauty. Visit Cabo Girao, the highest sea cliff in Europe or take a trip to the Pica da Torre for an incredible view of Camara de Lobos, a delightful fishing village. With a long history of Madeira winemaking, there’ll be time here for a little wine tasting, a meal at one of the many 5-star restaurants, sightseeing to 15th century Cathedral of Our Lady of the Assumption, shopping the bargains to be found here, or experiencing the vibrant night life. Or maybe you will embark on a Tobogan ride down the mountain, the way they used to transport the produce grown from the mountain to the village below!

  • Day 6Funchal, Madeira, PortugalMonday, Dec 15, 20255 pm

    Considered one of Portugal’s main tourist attractions and home of world-famous footballer Cristiano Ronaldo, Funchal is known for its style and beauty. Visit Cabo Girao, the highest sea cliff in Europe or take a trip to the Pica da Torre for an incredible view of Camara de Lobos, a delightful fishing village. With a long history of Madeira winemaking, there’ll be time here for a little wine tasting, a meal at one of the many 5-star restaurants, sightseeing to 15th century Cathedral of Our Lady of the Assumption, shopping the bargains to be found here, or experiencing the vibrant night life. Or maybe you will embark on a Tobogan ride down the mountain, the way they used to transport the produce grown from the mountain to the village below!

  • Day 7At SeaTuesday, Dec 16, 2025
  • Day 8Lanzarote, Canary Islands / Arrecife, SpainWednesday, Dec 17, 20258 am - 10 pm

    Lanzarote is synonymous with volcanoes, lava fields, rocks in impossible shapes, black and red earth that contrasts with the typical whitewashed houses, the deep blue sea and the light blue sky. Nature is the star on this small volcanic island. Enjoy the afternoon on the beach or follow the island’s famous wine trail, tasting as you go. This, the most northerly of the Canary Islands, welcomes you with laid-back hospitality and genuine warmth. This region of petrified lava makes up the National Park of Timanfaya and its Mountains of Fire, where visions of a lifeless, prehistoric earth, with enormous craters of an incandescent red color, can be seen on a bus or even a camel tour. Developed sustainably and in harmony with the surroundings, this unique atmosphere has made it a UNESCO Biosphere Reserve and one of the most impressive natural parks in all of Spain.

  • Day 9Las Palmas, Gran Canaria, SpainThursday, Dec 18, 20251 pm - 11 pm

    Also known as the ‘miniature continent’, Gran Canaria is renowned for its marked contrasts. On a single day, we can enjoy marvelous beaches surrounded by dunes and climb peaks covered in Canary Island pine forests, with their greenery standing out starkly against the dark volcanic earth. Magnificent scenery surrounds you in the capital of Gran Canaria. Two lovely bays and their beautiful beaches frame the city. The Vegueta District, the older quarter of the town, is a UNESCO World Heritage Site. Explore its historical and cultural treasures, dating back to the city’s founding in 1478.

  • Day 10Santa Cruz de Tenerife, SpainFriday, Dec 19, 20257 am - Overnight

    Cap off your epic journey where it all began. Enjoy a day at the beach soaking in the sun and swimming in the emerald and turquoise waters, walk along one of the trails that venture into the lush forests, discover impressive volcanoes and awe-inspiring landscapes that are almost otherworldly, and striking ravines and cliffs. Spend an evening gazing at the endless stars in good company or make that dream of seeing dolphins and whales swimming in the wild a reality.

  • Day 11Santa Cruz de Tenerife, SpainSaturday, Dec 20, 2025

    Disembarkation. You won't be the same as when you first set sail—these beautiful islands are said to touch people in magical ways.

Itinerary

Entertainment

We are bringing you a fabulous entertainment lineup. Stay tuned for more details.

Your Ship: The Windstar msy Wind Star

The msy Wind Star is a sleek, 4-masted sailing ship accommodating 148 guests, made for pulling into secluded beaches, where the big ships can’t go. Wind Star features wide open, teak decks—quite unusual for small ships. You’ll find hidden nooks for private moments and the feeling of being on your own private veranda. (Total Occupancy: 148)

Your Ship: The Windstar msy Wind Star
  • Ship Amenities

    Additional msy Wind Star amenities include a lounge and library, the WindSpa, a signature shop, fitness center, and the pool and hot tub. If you’d like a captain’s eye view, visit the bridge! The luxurious msy Wind Star will feel like your own private yacht.

    • Welcome drink at check-in
    • All onboard entertainment
    • Unlimited use of Fitness Center
    • Unlimited use of all water sports equipment
    • Informative nightly port talks and destination briefings
    • Reception
    • Amphora Restaurant
    • Candles
    • Veranda
    • The Lounge
    • Pool Bar
    • Pool/Whirlpool
    • Signature Shop
    • WindSpa
    • Library
    • The Bridge
  • Dining

    All dining aboard the msy Wind Star is open seating, and the ship offers two primary dining venues. Veranda offers casual made-to-offer entrees and market-fresh buffets for breakfast and lunch, and Amphora offers gourmet, course-by-course cuisine in the evenings. Stop by the newly added Yacht Club Café if you’re looking for a quick sandwich or make a reservation at Candles, featuring steaks and skewers, if you’d prefer to dine under the stars.

  • Room Amenities
    • Queen Size Bed with luxurious Egyptian linens
    • Waffle Weave Robe and Slippers
    • Flat Screen Interactive TV with movies On Demand
    • Fully-Stocked Mini Bar/Refrigerator (alcoholic beverages charged on consumption)
    • Safe
    • Direct Dial Phone
    • L’Occitane Bath Amenities
    • Wifi (various plans available for purchase)
    • Fresh Fruit
    • Granite vanity with magnifying mirror
    • Bathroom with granite countertop, and shower
    • 220 outlets

Payment Plans

Two payment plan options are available when booking online or through a Travel Consultant:

1. Olivia Interest Free Payment Plans: Olivia payment plans must be paid in full six months or 180 days before your trip. If a reservation is made at the six-month mark or less, payment in full will be required unless otherwise noted.

2. Flex Pay Loans: Need to extend your payments over more time? Apply for a Flex Pay loan!

Cancellation Policy & Travel Insurance

Unexpected events can cause you to cancel your vacation. Because we are committed to this charter, we must strictly adhere to our cancellation policy as outlined in our Olivia Terms & Conditions. Transfer funds are nonrefundable and nontransferable from the point of sale forward.

Olivia recommends that you purchase a travel protection plan to help protect you and your trip investment against the unexpected. Visit our Insurance page at olivia.com/travel-insurance for more information. For a travel insurance quote, more information or to purchase a protection plan, please call Olivia at 800-631-6277 and select option 1 for a Travel Consultant. You may also purchase insurance online after your checkout.

Cancellation Fees

  • 365 days or more prior to trip date: on or before 12/10/24

    Cancellation Penalty: 50% of trip cost

  • 0-364 days prior to trip date: 12/11/24-12/10/25

    Cancellation Penalty: 100% of trip cost (no refund)

Traveler Information

  • About Our Destination

    Being LGBTQ+ in the Canary Islands

    The Canary Islands are very LGBTQ+ friendly!

    Climate

    The average maximum daytime temperature in the Canary Islands is a warm high of 73°F and low of 64°F with little if any rain (1.71 in. average). It has been as high as 88°F and as low as 55°F. Check www.weather.com for the most current weather.

    Currency

    The official currency of the Canary Islands is the Euro. Most of the tourist venues will accept Euros, as well as major credit cards. We recommend that you use an ATM to get the best exchange rate for Euros, or purchase them before arriving. Check www.xe.com for current rates.

    Languages

    Spanish, Portuguese and English.

  • Before Your Trip

    Celebrations: Birthdays, Anniversaries, Honeymoons and More

    If you have any celebrations and birthdays during the trip that you have not already advised your travel consultant about, please let us know of this information as soon as possible, but no less than 90 days prior to the trip.

    Register at Olivia Honeymoon Wishes for your honeymoon, anniversary, or other special celebration; browse through the selections and let your friends know just how easy it is for them to purchase a gift for you.

    Connect with Other Guests: Join the Facebook Group

    If you'd like to chat with people who are going on the trip, join 2025 Canary Islands Luxury Cruise Facebook Group.

    Passport and Visa

    You will need a passport that is valid for six months past the date of the trip. If you are not a U.S. citizen, please check with both your country’s consulate and the consulates of the countries we will be visiting to make sure that you do not need an entry visa or other additional documentation. U.S. citizens DO NOT need to get a visa ahead of time.

    U.S. citizens do NOT need to get a visa ahead of time. If you are not from the U.S., please check with your consulate for proper Visa requirements.

    IMPORTANT: The European Union is introducing the European Travel Information and Authorization System (ETIAS) sometime in mid-2025. ETIAS is designed as an entry requirement for visa-exempt nationals traveling from 60 countries, including the United States and Canada. This system is being implemented to enhance security and streamline the entry process for travelers visiting the European Union.

    Starting mid-2025, if you are planning to visit one of the 30 EU countries for up to 90 days within a 180-day period, you will be required to complete a digital application through the official ETIAS website or mobile application. This requirement will apply to travelers who do not currently need a visa for entry into these countries. While this might be an additional step in your travel preparations, it is designed to improve your overall experience by reducing waiting times and enhancing security measures. You can fill out your applications HERE once the ETIAS site goes live. Please be aware that most ETIAS applications will incur a processing fee of 7 Euros. It is free for people over the age of 70. These ETIAS are good for up to 3 years with unlimited entries.

    Specific Needs: Medical, Dietary and Mobility

    If you have any medical, mobility needs, or specific dietary requirements that you have not already advised your travel consultant, please advise us of this information as soon as possible but no less than 90 days prior to the trip.

    Travel Insurance

    Olivia recommends that you purchase a travel protection plan to help protect you and your trip investment against the unexpected. Visit our Insurance page, olivia.com/travel-insurance for more information.

    For a travel insurance quote, more information, or to purchase a protection plan, please call Olivia at 800-631-6277 and select option 1 for a travel consultant.

    Vacation Stretchers

    Olivia will offer an optional 1-night Pre-Cruise and a 1-night Post-Cruise Hotel package in Santa Cruz de Tenerife. Details will be announced approximately 9-11 months prior to the cruise.

    Vaccinations

    Please check with your local public health department or personal physician regarding immunization recommendations for your itinerary. You may also check the Centers for Disease Control and Prevention’s website at www.cdc.gov. Just click on “Traveler’s Health” and then “Vaccinations.”

  • Travel and Arrival

    Air Travel

    Airports

    You will need to fly into and out of either Tenerife North Airport (TFN) or Tenerife South Airport (TFS) in Santa Cruz de Tenerife, Spain for this vacation. Tenerife has 2 airport codes:

    • Tenerife North (TFN)
      • Tenerife North tends to be for traveling/connections within Spain and Portugal. Iberia flies here. It is about 25-30 minutes from the Ship/Hotel. (more convenient)
    • Tenerife South (TFS)
      • Tenerife South tends to be for international flights, originating outside of Spain or Portugal. United, for example, offers routes to TFS from Newark. It is at least 1 hour from the ship/hotel, but traffic can increase that time.

    Windstar will offer transfers to purchase for both airports on the day of embarkation and disembarkation, so guests can choose either airport. But TFN (North) is a little more convenient due to its location.

    When searching for flights, airlines may not recognize these airport codes (TFN or TFS). If they don’t, type in airport code “TCI”. This is a generic airport code for both airports in Tenerife. When finalizing your plans, make sure you note which airport you are flying into or out of.

    We encourage all passengers to arrive a day early to avoid the stress of unexpected flight or luggage delays.

    Airfare Specials

    We are proud to partner with United Airlines. The United Airlines discount code: Z Code: ZPTZ and Agreement code:877055 are good for up to 10% off and applies to flights into and out of tenerife Reina Sofia Airport (TFS). Dates of travel are Dec 4, 2025 to Dec 26, 2025. Airfare can be booked no earlier than 11 months before the trip. This reservation can be completed by visiting united.com/meetings (enter the Meeting Code ZPTZ877055 in the Promotions and Certificates box). Or by calling the United Reservations Meetings Desk at (800) 426-1122 and providing the Z code and agreement code (a service fee will apply). You can also choose to book through your preferred travel agency and provide the discount program information. Discount level applicable based on 1st letter of published tariff fare purchased.

    Flight Arrival and Departure Times

    ARRIVAL: Please arrive to Tenerife North Airport (TFN) no later than 3 pm, or the alternate airport Tenerife South Airport (TFS) no later than 2 pm, on December 10, 2025 and make your way to the ship. All-aboard is 4:30 pm and we sail at 5 pm. All passengers MUST be on board no later than this time for sailing. We always recommend arriving on earlier flights or coming in a day early to avoid the stress of unexpected delays.

    Embarkation and check-in on board will be available beginning at 1 pm.

    DEPARTURE: The ship will arrive in Santa Cruz de Tenerife, Spain on December 19, 2025 and overnight. Therefore, flights out of Tenerife North Airport (TFN) or Tenerife South Airport (TFS) can be at any time on December 20. Note that the best flights/connections depart TFN on December 20 at approximately 7 am and 8:55 am, with a few that depart later but would require an overnight in Madrid.

    Luggage Allowance

    While there is no luggage limit on the cruise itself, airlines often restrict (or charge) for excess baggage. Because each airline is different, and the regulations change over time, please check with your airline for baggage allowances.

    Transfers

    Getting to Your Ship

    Your ship will be docked in Santa Cruz de Tenerife, Spain. More specific information on the port location will be in your final documents.

  • During Your Trip

    Bringing Alcohol Onboard

    Guests are allowed to bring aboard two (2) bottles of wine or champagne per cabin. If consumed in public areas, there is a small corkage fee (approximately $15 USD + 18% gratuity). All additional alcohol (wine, beer, and/or hard alcohol), including alcohol purchased at ports of call, will be kept by the ship’s staff and delivered to your cabin on the last evening of the cruise.

    Electricity

    All staterooms are equipped with 110- and 220-volt electricity. These outlets are provided beside the dressing table mirror in your stateroom.

    Excursions

    In each port we visit, an array of optional excursions are available, from tobogganing, riding a camel, to wine tasting to walking on volcanic lava and much more. Excursions may be booked online beginning 30 days prior to departure. To facilitate the online booking process, you will be assigned a booking number and sent detailed information regarding shore excursions, transfers and activities—and how to book them—approximately four weeks prior to the trip.

    Gratuities

    Gratuities are included in the cost of the cruise. Gratuities are provided for your cabin steward, dining room steward, bus person, maître d’, and other-behind-the-scenes crew members. Tips to your local guides on excursions are not included and are recommended.
    Below is a suggested guideline per person:
    Local guide: half day—$5 / full day—$10
    Bus driver: half day—$2-$4 / full day—$4-$6

    Internet and Mobile Phones

    Wifi plans are available onboard for your laptop or mobile devices. Pricing will be posted on board. We recommend using WhatsApp or FaceTime to make phone calls via wifi.

    Laundry Services

    Laundry and pressing service is available onboard. Dry cleaning is not available. Check onboard for pricing.

    Medical Services

    There is an onboard infirmary. Medical services entail an additional fee.

    Money for Onboard Purchases

    All purchases made on the ship will be charged to your onboard account, which you create when you first check in. All charges will be billed in US dollars. Please check with the front office onboard for further details.

    Smoking Policy

    All indoor areas onboard, including cabins and verandas, are non-smoking, including vaping. Outdoor public smoking areas will be posted.

    Spa Services

    The onboard spa offers facials, massages, and many other services for an additional fee.

    Telephone

    Each cabin has a phone which you may use to call cabin-to-cabin, and to the various onboard facilities. There is an additional fee to use this phone to call outside of the ship; cost is available on board.

  • After Your Trip

    Disembarkation

    You can disembark the ship as early as 4 am. All guests will be asked to vacate their cabins by 8 am and disembark the ship by 9 am on December 20, 2025.

    Transfers to the Airport

    Transfers to the airport can be purchased onboard for the flights departing on December 20, 2025.

    Vacation Stretchers

    Olivia will offer an optional 1-night Pre-Cruise and a 1-night Post-Cruise Hotel package in Santa Cruz de Tenerife. Details will be announced approximately 9-11 months prior to the cruise.

Personalized Programs on this Trip