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JONATHAN@PLVACATIONS.COM
Lesbian Canary Islands Luxury Cruise (Olivia)
Visit the Beautiful Canary Islands with Olivia
Olivia has an exciting lesbian Canary Islands luxury cruise! 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 Olivia on this once-in-a-lifetime voyage!
Activity Level: Moderate-Difficult
This trip requires a moderate level of mobility including walking on rocky, sandy, or uneven terrain, gentle hiking uphill, and getting in and out of tenders (smaller boats) on steep stairwells from the ship and beaches on shore. Wheelchairs and scooters cannot be accommodated on this ship as there are no elevators on board, and each deck is accessible by stairs only. If you have limited mobility that requires assistance to move about the ship or go on any of the excursions you decide to take, you are required to travel with someone who can assist you.
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 Not Included
- Airfare / Airport transfers
- Alcoholic beverages / beverage packages
- Spa and laundry services
- Internet
- Gift Shop
- Medical attention
- Shore excursions
- Travel insurance & personal incidenta
Itinerary
- Day 1 Santa Cruz de Tenerife, Spain Wednesday, Dec 10, 2025 Depart 5 pm
- Day 2 San Sebastián de la Gomera, Spain Thursday, Dec 11, 2025 9 am – 6 pm
- Day 3 Santa Cruz de La Palma, Spain Friday, Dec 12, 2025 7 am – 6 pm
- Day 4 At Sea Saturday, Dec 13, 2025
- Day 5 Funchal, Madeira, Portugal Sunday, Dec 14, 2025 1 pm – Overnight
- Day 6 Funchal, Madeira, Portugal Monday, Dec 15, 2025 5 pm
- Day 7 At Sea Tuesday, Dec 16, 2025
- Day 8 Lanzarote, Canary Islands /Arrecife, Spain Wednesday, Dec 17, 2025 8 am – 10 pm
- Day 9 Las Palmas, Gran Canaria, Spain Thursday, Dec 18, 2025 1 pm – 11 pm
- Day 10 Santa Cruz de Tenerife, Spain Friday, Dec 19, 2025 7 am – Overnight
- Day 11 Santa Cruz de Tenerife, Spain Saturday, Dec 20, 2025
Entertainment
On the nights you are aboard this sleek 4-masted Wind Star sailing ship you will be treated to once-in-a-lifetime, intimate ‘house concert’-style performances in the lounge. You will be very fortunate to have two of the treasured Olivia Fam talents join you on this trip!
Lisa Koch will bring her talented musicianship and hysterical banter. This multi-instrumentalist, singer-songwriter-funny lady is beloved by our guests, and audiences worldwide for her warmth, guitar chops, and breadth of songs. Toronto native and alumna of Second City, comedian Elvira Kurt, shines whether on Canadian TV, the theater stage, or in a lounge filled with happy Olivians!
Plan to enjoy these fabulous shows— and getting to know these wonderful artists out on tour with you!
Ship
The Ms Wind Star is a sleek vessel that is part cruise ship and part yacht with four masts. It accommodates just 148 lucky passengers. The Wind Star offers a nicely crafted interior with lights woods and contemporary décor. It also offers a water sports platform with many water sport facilities including a banana boat, kayaks, windsurf boards, Zodiacs, and scuba and snorkeling equipment. After the water sports, you can recover with a dipping pool, two restaurants, bars, a spa with gym and sauna. The ship also has a small casino and well equipped cabins including a mini bar/refrigerator.
- 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
Accommodations/Pricing
Staterooms from $5,999 a Person
Deluxe Staterooms from $6,499 a Person
Suites from $9,499 a Person Wait List Only
EARLY-BIRD PRICES EXPIRE 5/30/25.
Prices shown reflect all current discounts. Prices are per person (PP) based on double occupancy. Pricing does not include airfare, insurance, fuel surcharge, or nondiscountable amount (NDA). Per-person NDA of $499 (subject to change) covers taxes, fees, and gratuities.
Payment Plans
Two payment plan options are available
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)
Please review Olivia’s Terms and Conditions before contacting us to book lesbian Canary Islands cruise.
Pricing, availability and itinerary for this lesbian Canary Islands cruise are subject to change. Neither Purple Light Vacations nor Olivia will be responsible for any inaccuracies.
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Jonathan has gone out of his way each time we have used Purple Light Vacations! We always know we will get the best price and best location on a ship or at a hotel. Our favorite part is the destination guides that he provides so we can know the best of each city.
Purple Light Vacations handled our two-week trip to France, including Paris, Normandy and Provence. It was a pleasure working with them and they reflected professionalism, expertise and responsiveness at every step. They clearly understood our needs and preferences and put together a superb trip based on their keen experience and knowledge. They were gracious and accommodating, and supported and checked in with us all along and made us feel very secure.
I was lucky enough to find Jonathan just by googling. He was very personable, friendly and professional. He was able to put our entire trip together in just a few days and checked on us every day of our trip to make sure we were satisfied. He is the best and only travel agent I will use going forward.
Jonathan at Purple Light Vacations has become our favorite Travel Agent. His attention to detail and his understanding of our preferences for travel is unprecedented. His knowledge of destinations around the world made our vacations spectacular. PLV gets my highest recommendation!
Jonathan Geen and Purple Light Vacations are beyond superior. Jonathan has planned two European vacations for my husband and I and we are thrilled with his knowledge of what to do, his research of beautiful places to stay, and his communication and planning leading up to and throughout the vacation itself. I encourage you to try Purple Light as your travel agent and see how much easier and richer your vacation experience can be.
Jonathan and his team pulled out all the stops for our boys trip! I planned a very last minute trip for me, my dad and son and this team completed an entire agenda full of entertainment, food stops, and must see places! Truly impressed with his customer service, attention to detail, and responsiveness. If these guys are helping you plan a trip, you can rest assured that it will be amazing!
My wife and I had the trip of a lifetime in France for our 20 year anniversary, thanks to Jonathan and Purple Light Vacations. His ideas for hotels, itinerary and tours were spot on. He was completely able to gauge what we would love with just a short conversation and a few emails. Thank you Jonathan. You're a rockstar and we will definitely be using you again and again!
Finding an excellent travel agent today is extremely rare and we can honestly say, that Jonathan from Purple Light Vacations is an absolute gem of a find. He helped us find the best package deals for our trip when my husband and I were in a tough situation. We were impressed by the great deals he offered us. We are so grateful for all he has done for us and our travel plans. It certainly made our lives so much easier. My honest suggestion to anyone who needs a travel agent today is look no further! Book with Jonathan at Purple Light Vacations!We just booked our second cruise within the past year through Purple Light Vacations due to their outstanding service. Jonathan Geen is not only highly professional, he is enjoyable to work with. What is the one thing we all want from the service industry, and especially dealing with travel and vacations-- timely and helpful assistance. Jonathan was quick to respond to any question or inquiry, whether by email or phone, any time or day of the week. He went over and above to make sure we were taken care of, and even provided information about places he didn't even book for us. Purple Light is now our go-to firm for travel and vacations.
Thank you Jonathan for making my dream come true! Bora Bora has been on our mind for years; for its exotic and remote location you are required to pay high $$$$! I thought it wasn't definitely within our budget.I was over the moon when Jonathan proved me wrong and found us an amazing deal!
He made all our arrangements and kept in touch to make sure we had everything we needed right down to the time of our departure. During our trip everything was seamless! I couldn't ask for a better experience
My husband and I recently took a trip to Thailand on a vacation that was booked thru Purple Light. Southeast Asia was new to us, and we wanted a bit of extra help. We got a ton of extra help, for free! Purple Light was with us the whole way- from early stages of planning to the actual booking and throughout our travel. When we arrived to our hotel room, flat-out beat from travel, there was champagne on ice to greet us. Wow! We've used them before, and will absolutely use them from now on. I just can't recommend them highly enough to our family and friends.
My husband and I just came back from our 5 year anniversary trip to Cancun. We told Jonathan the dates we wanted, our budget and what sorts of things we were looking to do. He got right on it! Booked us airfare, an amazing all-inclusive resort, transportation to and from the airport (which I wouldn't have even thought of!) and even booked us a trip to Chichén-Itza. He even gave us some tips on what do and where to visit while we were there. Easiest trip we've ever taken! Purple Light will always and forever be my go-to for any traveling! Will definitely be referring them to any of my friends and family
We love Purple Light Vacations. We have used them for quite a few trips and they always surpass our expectations. Jonathon is the absolute best. He takes care of all of the details and is very prompt in answering all of our questions. We will definitely use Purple Light Vacations for all of our traveling needs.
Purple Light has made planning several vacations easier for me. They worked out a family trip getting parents and siblings in from various places. More significantly, they helped us arrange two international vacations. After recommending Argentina to us, Jonathan took care of everything and it was probably our best vacation together ever. He also recommended the RSVP river boat cruise up the Danube from Budapest to Prague...wonderful trip! We've booked an Atlantis cruise through P.L. as well. Of course we could have booked on our own, but using Purple Light was so less stressful and provided...extra help and advice at no extra cost!
I used Jonathan and Purple Light to book a trip for my birthday celebration. He was very helpful and from the very first email contact to the end of the cruise Jonathan handled everything with excellence. His communication during the booking process to the day of starting the trip was very thorough and he missed no details. I will definitely be using Jonathan and Purple Light Vacations again for my future vacation and travel needs.
Jonathan of Purple Light Vacations guided us through the entire process to book our Atlantis Caribbean cruise at no additional charge to us. He kept us informed on all the details of the cruise and events happening on/off the boat. Upon arrival on the ship, a bottle of Merlot was waiting for us. Upon disembarkation, an email was waiting for us to see how we enjoyed the cruise as well as a card in the mail to welcome us home. This attention to detail did not go unnoticed and was very much appreciated. I hold Purple Light Vacations as the gold standard for high quality travel services.
Purple Light has booked vacations for us at Disneyland, Aruba, Charleston, Fort Lauderdale, New York City, Bahamas, Brazil and two cruises and all this since January 2016. We are discerning frequent travelers with a budget in mind. Working with Purple Light gives us the confidence to keep planning more travel!
Normally I research and book hotels on my own. This year, however, I was extremely busy at work and I had no time to do this, so I reached out to Purple Light for their help in planning a trip to the Greek islands, and am glad I did! Purple Light recommended excellent hotels that I probably would not have found on my own, and they even provided helpful city island overviews that were referenced often. In addition, they helped fill in some of our time with tours that we thoroughly enjoyed. I highly recommend Purple Light and plan to use them again for my next trip!
We used Purple Light when we booked our Atlantis P.V. Mexico Resort Vacation. With no additional cost to us, Purple Light made what would have been a good vacation...an amazing vacation. They handled everything (airline, shuttles, etc.). Additionally, they provided excellent insight on what to expect on our vacation and what to see and what to avoid. I give them my highest recommendation.
Thank you Purple Light Vacations, and to Jonathan especially. Jonathan helped us plan an amazing Cuba Cruise for my bachelorette trip. It is not easy to book a trip for a large group including all of the flights, rooming/accommodations and excursions. Luckily, we just proposed dates, destinations in mind with a budget and Purple Light took care of the rest. Jonathan researched the options, made suggestions and provided us with great advice. He was so patient and informative throughout our planning process, and really made sure that everything worked out well.
After such a great experience, we also asked Purple Light in helping us plan a cruise for our parents too. Our parents were very happy and impressed with the entire trip. Thank you!!
We used Purple Light Vacations to help us book our hotel rooms in Copenhagen and Stockholm recently during a Baltic cruise. I had previously booked room through an online travel website but I'm glad I decided to go with Jonathan instead, or our hotel choices would have been in the wrong area. You can trust Purple Light Vacations to make sure you have a wonderful, surprise free vacation!
I took a short weekend vacation to Catalina Island with a friend and reached out to Purple Light and was amazed how quick they got me a hotel room and a list of great things to do! They went above and beyond!
I don't think I will take a trip without them!!
Thanks Jonathan and Purple Light!
We were in New Orleans for Southern Decadence. Purple Light Vacations recommended a spectacular hotel right in the area we were interested in staying. We have also traveled to Italy, France, and Barcelona where each of their recommendations was excellent! Everything went exactly as planned.
Jonathan and Purple Light are great! Had them manage our reservations for a couple of Atlantis cruises and always been incredibly responsive and on top of things
I used Purple Light's Copenhagen overview to plan for restaurants and get a sense of must-see sights in the city. The suggestions were perfect and I don't want to take another trip without consulting Purple Light before I travel. Recommended for a first-class vacation that leaves you free to spend your time enjoying the city rather than struggling to navigate it!
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