Tradewinds Holidays

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Price found within the past 48 hours. Click for updated prices.
SpringHill Suites by Marriott Naples

SpringHill Suites by Marriott Naples

3 out of 5
Rural Estates
per person
28 May - 2 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Fort Myers (RSW)
8.8/10 Excellent! (1,000 reviews)
The only reason for a 4 starts is because we had issues with the A/C because it wasn’

Reviewed on 22 Apr 2025

Best Western Naples Plaza Hotel

Best Western Naples Plaza Hotel

2.5 out of 5
per person
28 May - 2 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Fort Myers (RSW)
8.6/10 Excellent! (1,009 reviews)
It was as expected. Breakfast was a bit disappointing, did not end up eating there after the first day.

Reviewed on 23 Apr 2025

Where to stay in Tradewinds

Find the best Tradewinds areas and neighborhoods for the activities you enjoy most. Learn more about Tradewinds
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Beachview Country Club Estates

1 out of top 10 points of interest in this area

While visiting Beachview Country Club Estates, you might make a stop by sights like Periwinkle Way and Sanibel Island Golf Club.

Find hotels in Beachview Country Club Estates

Top hotels in Tradewinds

Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
Sanibel
The price is €410 per night from 6 May to 7 May
€410
includes taxes & fees
6 May - 7 May
9.6/10 Exceptional! (37 reviews)
40th Wedding Anniversary trip
"My husband and I stayed mid-March for 7 days. The weather cooperated and it was sunny and mid-70’s all week! The Ibis cottage was perfect for the two of us and it was far enough away from the commerce area that it was peaceful and quiet. We never ran out of activities and excursions mixed in with ..."

Reviewed on 17 Mar 2025

Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
West End Paradise Unit 1 Turtle 2 - One bedroom suite w/water views
West End Paradise Unit 1 Turtle 2 - One bedroom suite w/water views
Sanibel
9/10 Wonderful! (2 reviews)
Enjoyed Stay
"Basic needs met. Thanks"

Reviewed on 21 May 2022

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West End Paradise Unit 1 Turtle 2 - One bedroom suite w/water views
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 €185 per night from 22 May to 23 May
€185
includes taxes & fees
22 May - 23 May
"1st time back since 2017 & the rebuild after Ian put this place back on our radar for places to stay while in FMB."

Reviewed on 21 Apr 2025

Lani Kai Beachfront Resort
See all 11,308 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 €654. 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

4/5(23 reviews)

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

Dolphin and Sightseeing Tiki Cruise

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

€59
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
Tiki Boat Tours

Tiki Boat Tours

€46
per adult
Tiki Boat Tours
Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

€64
per adult
100% of travellers recommend
Southwest Florida Sunset Sail
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.