Tradewinds Vacations from NT$15,289

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The Latest Tradewinds Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

2.5 out of 5
New York Section
per person
Jul 30 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Fort Myers (RSW)
7.2/10 Good! (1,000 reviews)
I am super finikey about where I stay. I’ve never stayed at Microtel until now. I was extremely pleased with staff and hotel. I will certainly recommend anyone to stay here. Pleasantly surprised!

Reviewed on 2025/6/7

Days Inn by Wyndham Port Charlotte/Punta Gorda

Days Inn by Wyndham Port Charlotte/Punta Gorda

3 out of 5
per person
Jul 30 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Fort Myers (RSW)
7.8/10 Good! (1,004 reviews)
The room was very clean and organized. Very convenient location with food options close by.

Reviewed on 2025/6/16

Sleep Inn & Suites Port Charlotte - Punta Gorda

Sleep Inn & Suites Port Charlotte - Punta Gorda

2.5 out of 5
per person
Jul 30 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Fort Myers (RSW)
8.4/10 Very Good! (1,003 reviews)
Ridiculous that it cost more for my small dog to stay there than it did for me!! I will not be back.

Reviewed on 2025/6/21

Country Inn & Suites by Radisson, Port Charlotte, FL

Country Inn & Suites by Radisson, Port Charlotte, FL

2.5 out of 5
per person
Jul 30 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Fort Myers (RSW)
7.6/10 Good! (1,010 reviews)
The property and the Inn were good, the room was clean and comfortable except the room 103 was right next door to the guest laundry room and someone was washing and drying clothes and shoes at midnight so all I heard was bang bang which kept me awake, the bed was comfortable, but the noise wasn't. I was only staying one night so I didn't say anything the the front desk.

Reviewed on 2025/6/23

Canal Dreams 3 BR 2 BA Pool Home on the Canal

Canal Dreams 3 BR 2 BA Pool Home on the Canal

2 out of 5
South Gulf Cove
per person
Jul 30 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Fort Myers (RSW)
10/10 Exceptional! (1 review)

Where to stay in Tradewinds

Find the best Tradewinds areas and neighborhoods for the activities you enjoy most. Learn more about Tradewinds
Periwinkle Way featuring cycling as well as an individual femail

Beachview Country Club Estates

1 out of top 10 points of interest in this area

If you're spending some time in Beachview Country Club Estates, Periwinkle Way and Sanibel Island Golf Club are top sights worth seeing.

Find hotels in Beachview Country Club Estates

Tradewinds Hotel Deals

Lani Kai Beachfront Resort
Lani Kai Beachfront Resort
3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
The price is NT$4,408 per night from Jun 30 to Jul 1
NT$4,408
NT$6,164 total
Jun 30 - Jul 1
includes taxes & fees
8.4/10 Very Good! (1,017 reviews)
"Great poprty on the beach. Things closed early. Still recivering from hurricanes. Area around was a bit dangerous, totally safe on the beach"

Reviewed on 2025/6/23

Lani Kai Beachfront Resort
Sanibel Island Beach Resort
Sanibel Island Beach Resort
3 out of 5
1231 Middle Gulf Dr, Sanibel, FL
The price is NT$7,058 per night from Jul 6 to Jul 7
NT$7,058
NT$8,608 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (1,180 reviews)
"Single rooms with adjoining door. Didn’t like that."

Reviewed on 2025/6/24

Sanibel Island Beach Resort
Margaritaville Beach Resort Fort Myers
Margaritaville Beach Resort Fort Myers
4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is NT$6,763 per night from Jun 30 to Jul 1
NT$6,763
NT$8,693 total
Jun 30 - Jul 1
includes taxes & fees
8.8/10 Excellent! (1,179 reviews)
"Beach is not good at fortmyers ! It is not clear or good quality like other beaches around the world , but the Hotel deserve all the 5 starts like always when I have been to margaritaville ! Very nice service , activities , dj at the pool with games and entertainment for kids and adults , good drinks ..."

Reviewed on 2025/6/22

Margaritaville Beach Resort Fort Myers
See all 11,653 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 vacation package cost?
Customize your Tradewinds vacation package from only NT$15,289. 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 vacation 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 vacation 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 neighborhood'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 vacation?
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 vacation 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 vacation is just clicks away.
Can I choose my airline with a Tradewinds Expedia vacation 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 vacation 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.

Discover the most popular places to visit in Tradewinds

Bowman\'s Beach which includes general coastal views and a sandy beach

Bowman's Beach

4.5/5(481 reviews)

Relax and revel in a visit to one of the area’s most beautiful beaches, great for swimming, fishing and finding special seashells.

Bowman's Beach
Periwinkle Way featuring a garden

Periwinkle Way

5/5(2 reviews)

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
J. N. Ding Darling National Wildlife Refuge showing a bridge as well as a small group of people

J. N. Ding Darling National Wildlife Refuge

4.5/5(39 reviews)

See almost anything that flies, swims or crawls in Florida in this protected area. Become acquainted with wildlife while learning about varied species.

J. N. Ding Darling National Wildlife Refuge
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.