Windermere Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Windermere Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Tingum Village Hotel

Tingum Village Hotel

3 out of 5
Price was CA $1,374, price is now CA $999 per person
CA $999
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to North Eleuthera (ELH)
8.4/10 Very good! (377 reviews)
Juanita “Baby Ruby” and her staff at Tingum Village were extremely helpful and kind during our stay. They are very attentive to their guests and are genuinely concerned with making sure you are taken care of. We had dinner one night at Ma Ruby’s and it was good. Our room was nice and had a balcony. The water pressure is very weak but I think that’s everywhere in the Bahamas. The big jacuzzi in our room unfortunately did not work. For the price, this is a good budget friendly option on Harbour Island.

Reviewed on Jun 17, 2026

Romora Bay Resort & Marina

Romora Bay Resort & Marina

3.5 out of 5
Price was CA $3,223, price is now CA $2,623 per person
CA $2,623
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to North Eleuthera (ELH)
8.6/10 Excellent! (42 reviews)
Nice and quit place. The infinity pool has great views from the bay. Room is ample and comfortable. As a side note I found very unusual that rooms lack TV.

Reviewed on May 29, 2026

Pink Sands Resort

Pink Sands Resort

4 out of 5
Price was CA $5,457, price is now CA $4,463 per person
CA $4,463
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to North Eleuthera (ELH)
8.6/10 Excellent! (123 reviews)
The cottages are well spaced apart so feels very private. Pool and outdoor showers were nice. Malcolm 51 is an excellent dining experience and the food and drinks on the beach were very good fish tacos and lobster sandwiches and pina coladas are a must. It is a walkable resort but it was fun driving around in the golf cart. Room service for breakfast and dinner on the nice outdoor table was very good as well. Pink sand beach is so soft and easy to walk on and they have guys raking the beach daily. Overall a great place to stay would highly recommend.

Reviewed on Jun 13, 2026

Valentines Resort & Marina

Valentines Resort & Marina

4 out of 5
Price was CA $2,136, price is now CA $1,809 per person
CA $1,809
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to North Eleuthera (ELH)
8.8/10 Excellent! (235 reviews)
Valentine Resort was a beautiful place to stay. The rooms were very spacious and comfortable. Had a full kitchen which nice to have over the course of the week. Location was convenient. Also, the Rooster Tail Bar/Restaurant at the resort was very good. Large compliment to Tamara who provide excellent service. We loved the 4-6 pm happy hour and menu offered daily. Would definitely recommend staying at Valentine Resort.

Reviewed on May 23, 2026

The Sugar Apple Lodging

The Sugar Apple Lodging

3 out of 5
Price was CA $1,991, price is now CA $1,778 per person
CA $1,778
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to North Eleuthera (ELH)
7.6/10 Good! (16 reviews)
Rosita was a wonderful hostess! Very quick and easy on communication. A nice garden in the back and a great little shop with ice cream out front. A minute walk to Remora bay for sunset cocktails and dinner. No issue at all with parking and the unit was clean!

Reviewed on Feb 3, 2025

Ready to book your vacation to Windermere Island?

 

Choose your dates

Windermere Island Hotel Deals

Historic Home Directly on Windermere Beach w/Club

Historic Home Directly on Windermere Beach w/Club

Windermere Governor's Harbour
9.6/10 Exceptional! (50 reviews)
"Wonderful location,"

Reviewed on May 24, 2026

Get rates
Historic Home Directly on Windermere Beach w/Club
La Bougainvillea Hotel and Villas

La Bougainvillea Hotel and Villas

3.5 out of 5
Banks Road, Governor's Harbour North Palmetto Point Central Eleuthera
The price is CA $373 per night from Jul 10 to Jul 11
CA $373
CA $414 total
Jul 10 - Jul 11
includes taxes & fees
9.4/10 Exceptional! (116 reviews)
"Outstanding experience. Lovely staff, great food, nice location and super clean. Was impressed!"

Reviewed on Jun 15, 2026

La Bougainvillea Hotel and Villas
Pineapple Fields Boutique Condo Hotel

Pineapple Fields Boutique Condo Hotel

3 out of 5
Banks Road Governor's Harbour Eleuthera
The price is CA $394 per night from Jul 18 to Jul 19
CA $394
CA $480 total
Jul 18 - Jul 19
includes taxes & fees
9.8/10 Exceptional! (14 reviews)
"Atmosphere was beautiful! All the info on plants and foliage was educational and thoughtful. Would highly recommend A+"

Reviewed on Jun 16, 2026

Pineapple Fields Boutique Condo Hotel
See all 552 properties in Windermere Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Windermere Island

Private Pink Sand Beach Tour: Swim With Pigs, Turtles & Stingrays

Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays

CA $11,764
per traveller
Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays
See all activities in Windermere Island

Frequently asked questions

Can I cancel my flight booking to Windemere Island due to COVID-19?
Many airlines now provide more flexibility due to COVID-19. Our Customer Service Portal will help solve most questions about which policies apply to your Windemere Island flight. It's also worth reading through the terms and conditions of your chosen carrier — preferably before you make a booking!
What's the best way to find cheap flights to Windemere Island that have flexible change policies?
We understand that plans can change from one day to the next, so choosing a flexible ticket with Expedia is always a clever idea. Just tick the "No change fee" box underneath the "Flexible change policies" filter. Your low-priced, flexible flight to Windemere Island is just a few clicks away.
What are some of the general tips for travelers to Windemere Island during the COVID-19 outbreak?
The COVID-19 outbreak has affected how the world works in a profound way, including how and where we travel. The following tips will help you understand these new challenges and prepare you for your trip to Windemere Island:
  • Find out what, if any, restrictions or rules apply to both your destination and origin. It may not be possible to travel depending on local circumstances, so remember to check before you lock in your flight.
  • Keep your face mask on during airport screening. A TSA officer will ask you to lower your mask temporarily for identification purposes.
  • Instead of handing a TSA agent your boarding pass, place it directly on the scanner yourself. When that's done, hold it up for inspection.
  • One container of liquid hand sanitizer is now permitted in your carry-on bag. It must be no bigger than 12 oz (350 ml), and you'll need to take it out of your bag at the X-ray machine for scanning.
  • Place any personal items (like your phone and wallet) in your carry-on instead of a bin to reduce handling during the screening process.
  • If you want to take food on the plane, place it in a clear plastic bag and then into a screening bin. This lessens the likelihood that a TSA agent will need to handle your carry-on bag or food container for closer inspection.

Which airlines fly to Windemere Island?
Southern Air Charter runs flights into or near Windemere Island, including 91 that travel to North Eleuthera Intl. Airport (ELH) each month. Work out your vacation dates and then lock in your airfare early to get the best deal.
How can I find cheap tickets to Windemere Island?
In the last seven days, was the lowest price for a flight to Windemere Island. For an even cheaper fare, book ahead of time and be flexible with your travel dates. Search for your trip to Windemere Island, then compare prices for nearby days by clicking on our "flexible dates" link.
How much is a flight to Windemere Island?
You could have nabbed a return flight to Windemere Island from anywhere between and in the last seven days. For one-way journeys from (), the lowest price during this period was just .
What are the most popular airports to fly into in Windemere Island?
North Eleuthera Intl. Airport (ELH) is the main gateway for people hoping to explore Windemere Island. Around 282 flights a month land at this airport.
When is the cheapest time to fly to Windemere Island?
Consider jetting off early on in the week to score a bargain airfare to Windemere Island. Tuesday is usually the cheapest day to depart, with Monday right behind it. Saturday typically has the highest prices. This is because a lot of people prefer to begin their trip on a weekend.
How much is a plane ticket to Windemere Island?
In the last seven days, plane tickets to Windemere Island cost between and . Prices depend on the departure time, airline, seating class and when the fare is booked.
Which airlines with flights to Windemere Island employ COVID-19 cleanliness policies?
As passengers and cabin crew start traveling again, most reputable airlines have introduced physical distancing and other precautionary measures to cut down the spread of COVID-19. Below are some of them:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Silver Airways - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.