Tradewinds Holidays

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  • Better together

    Save up to €185 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

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    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Landing Amazing Studio, Yoga Studio, Gym

Landing Amazing Studio, Yoga Studio, Gym

3 out of 5
Price was €1,164, price is now €1,020 per person
€1,020
per person
17 Feb - 21 Feb
found 3 hours ago
Return direct flight included
Dublin (DUB) to Fort Myers (RSW)
No reviews

Where to stay in Tradewinds

Find the best Tradewinds areas and neighborhoods for the activities you enjoy most. Learn more about Tradewinds
Fort Myers showing a sandy beach

West End

3 out of top 10 points of interest in this area

If you're spending some time in West End, J. N. Ding Darling National Wildlife Refuge and Bowman's Beach are top sights worth seeing.

Find hotels in West End

Top hotels in Tradewinds

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd Fort Myers Beach FL
Fully refundableReserve now, pay when you stay
The price is €229 per night from 21 Jan to 22 Jan
€229
21 Jan - 22 Jan
includes taxes & fees
9/10 Wonderful! (1,088 reviews)
Location, beach-facing balcony

Reviewed on 7 Jan 2026

Lani Kai Beachfront Resort
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
17260 Harbour Pointe Dr Fort Myers FL
Fully refundableReserve now, pay when you stay
The price is €375 per night from 12 Jan to 13 Jan
€375
12 Jan - 13 Jan
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Staff was very nice. A problem we had was their were 4 of us in the room and trying to get 4 towels and washcloths was a hard task, also coffee in room.

Reviewed on 3 Jan 2026

Marriott Sanibel Harbour Resort & Spa
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr Sanibel FL
Fully refundableReserve now, pay when you stay
The price is €270 per night from 12 Jan to 13 Jan
€270
12 Jan - 13 Jan
includes taxes & fees
9/10 Wonderful! (1,517 reviews)
Clean and comfortable room, excellent location to beach,restaurants, shells. Courteous staff

Reviewed on 7 Jan 2026

Sanibel Island Beach Resort
See all 12,867 properties in Tradewinds
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.

Frequently asked questions

How much does a Tradewinds holiday package cost?
Customize your Tradewinds holiday package from only €1,020. Pick from any combination of rental cars, flights and hotels to create the trip you've been dreaming of. Remember to add on a few activities!
How do I get a cheap travel package to Tradewinds?
Combine your bookings with Expedia to save big bucks on your next trip. With over 550 airlines and 1,000,000 hotel options across the world, your Tradewinds holiday package can be tailored exactly to suit your travel style. With all that extra money, why not include one or more awesome activities and tours? It's an easy way to unlock even more savings. That dream holiday to Tradewinds is much closer than you thought!
Where should I stay in Tradewinds?
With popular attractions like Sanibel Island Southern Beach and Bowmans Beach in this area, look for a hotel positioned near either of them. J. N. Ding Darling National Wildlife Refuge is another sight in Tradewinds that draws the crowds.
What are the top hotels in Tradewinds?
Secure a room at West End Paradise Unit 3 - One Bedroom Suite W. It's one of the neighbourhood's most popular properties. Another top option in Tradewinds is West End Paradise Unit 1 - One Bedroom Suite W.
How far in advance should I book my Tradewinds holiday?
While prices fluctuate, we generally advise booking your spot as early as possible. Most international airfares can be compared on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you may still get lucky. Cheap journeys to Tradewinds sometimes occur only weeks before departure.
What does an Expedia Tradewinds travel package include?
Much of that depends on you. You can choose from a range of Tradewinds packages, such as a rental car, flight and hotel. You can also book a hotel and a flight, or a rental car and a flight. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your Tradewinds holiday looks like, get ready to save!
What should I know before booking a Tradewinds travel package?
Design deals to match your budget with an Expedia package. Hotels, airfares, rental cars — we have everything you need to plan your break. You'll save precious dollars just for combining your bookings. Whether you're taking off on an adventure in the snow or kicking back on a warm beach, your ideal holiday is just clicks away.
Can I choose my airline with a Tradewinds Expedia holiday package?
Expedia offers access to more than 550 airline partners worldwide, so you definitely can. Simply choose your preferred carrier and craft your ideal Tradewinds getaway.
If I'm not able to travel, can I cancel my Tradewinds holiday package?
It's good to know that you can cancel your Tradewinds booking if your travel plans have been upended. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

Popular places to visit

Sanibel Island Lighthouse

Sanibel Island Lighthouse

You can find out about the history of Sanibel with a trip to Sanibel Island Lighthouse. Wander through the beautiful beaches and seaside in this family-friendly area.

Sanibel Island Lighthouse
Periwinkle Way

Periwinkle Way

The island’s spine is also its commercial hub. Drive or bike the road’s length to find attractions and discover many stores and restaurants.

Periwinkle Way

Things to do

Copacetic Day Sail

Copacetic Day Sail

€60
per adult
100% of travellers recommend
Copacetic Day Sail
Ft Myers Beach: Tropical Beach Getaway 3 Hour TikiPub Cruise

Ft Myers Beach 3hr Tiki Pub Tropical Sandbar Getaway Cruise

€85
per adult
Ft Myers Beach 3hr Tiki Pub Tropical Sandbar Getaway Cruise
Kayaking Rock Creek in the Bunche Beach Preserve

Guided Kayak Eco Tour - Bunche Beach

€60
per adult
98% of travellers recommend
Guided Kayak Eco Tour - Bunche Beach
See all activities in Sanibel
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.