Tradewinds Holidays from AU$5,562

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence
    • payments icon
    Better together
    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Tradewinds Holiday

Booking a tailor-made Tradewinds holiday package is a great way to become familiar with this unique neighbourhood. From its hot spots to its little-known gems, there's plenty to discover. Kick start your trip to Tradewinds by heading to nearby attractions such as Sanibel Island Southern Beach, Bowmans Beach and J. N. Ding Darling National Wildlife Refuge. Whatever your travel plans or the size of your budget, booking your perfect Tradewinds holiday is easy with Expedia.

Top Holiday Package Deals in Tradewinds

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

2.5 out of 5
East Naples
per person
7 Jan - 11 Jan
found 1 day ago
Return flight included
Darwin (DRW) to Fort Myers (RSW)
8/10 Very Good! (1,292 reviews)
everyone was very helpful

Reviewed on 24 Nov. 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Our guide on where to stay in Tradewinds

Find the best Tradewinds areas and neighborhoods for the activities you enjoy most. Learn more about Tradewinds
Default Image

Beachview Country Club Estates

2 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 hotel + flight trips in Beachview Country Club Estates

Our pick of the best Tradewinds Hotel Deals

Margaritaville Beach Resort Fort Myers
Margaritaville Beach Resort Fort Myers
4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is AU$441 per night from 1 Dec to 2 Dec
AU$441
includes taxes & fees
1 Dec - 2 Dec
8.8/10 Excellent! (644 reviews)
Beautiful hotel and property
"The hotel and property is amazing. The rooms are very comfortable and they even provide bathrobes. The balcony was so nice! The pool and the fire pit area was so relaxing. We stayed off season and got a great rate for an amazing hotel!"

Reviewed on 22 Nov. 2024

Margaritaville Beach Resort Fort Myers
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 AU$363 per night from 8 Dec to 9 Dec
AU$363
includes taxes & fees
8 Dec - 9 Dec
8.4/10 Very Good! (1,001 reviews)
"The staff was amazing —- valet and outdoor bar and pool area. She really made us feel welcome and drinks were wonderful. Travis our valet was sooo personable"

Reviewed on 17 Nov. 2024

Marriott Sanibel Harbour Resort & Spa
The Lighthouse Resort Inn & Suites
The Lighthouse Resort Inn & Suites
3 out of 5
1051 5th St, Fort Myers Beach, FL
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 2 Dec to 3 Dec
AU$190
includes taxes & fees
2 Dec - 3 Dec
8.4/10 Very Good! (1,178 reviews)
"Can't wait till. It's all finished and done."

Reviewed on 24 Nov. 2024

The Lighthouse Resort Inn & Suites
See all 10,695 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Tradewinds holiday package cost?
Customize your Tradewinds holiday package from only AU$5,562. 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.

Activities

2hr Tiki Pub Fun in the Sun Cruise

Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

AU$70
Per adult
100% of travellers recommend
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise
Tiki Boat Tours

Tiki Boat Tours

AU$77
Per adult
Tiki Boat Tours
Dolphin and Sightseeing Tiki Cruise

Dolphin and Sightseeing Tiki Boat Cruise

AU$85
Per adult
Dolphin and Sightseeing Tiki Boat Cruise
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.