Tradewinds Holidays from £678

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Your Tradewinds Holiday

Reserving a tailor-made Tradewinds holiday package is a great way to know the ins and outs of this unique neighbourhood. From its must-see spots to its lesser-known treasures, there's plenty to discover. Kick start your trip to Tradewinds by heading to nearby attractions such as Bowmans Beach, J. N. Ding Darling National Wildlife Refuge and JN Ding Darling National Wildlife Refuge. Whatever your travel goals or budget, booking your ideal Tradewinds holiday is simple with Expedia.

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
30 Jul - 6 Aug
found 1 day ago
Return flight included
London (LON) to Fort Myers (RSW)
8.2/10 Very Good! (1,472 reviews)
This hotel was great, clean and very accessible with our dogs. The amenenties are not “over the top” but truthfully everything was clean, beds were comfy, staff was helpful and even allowed me an hour later check out! Very appreciated!

Reviewed on 26 Jun 2025

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
per person
30 Jul - 6 Aug
found 1 day ago
Return flight included
London (LON) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
Some parts are still under renovation but overall still a great place to relax and unwind.

Reviewed on 28 Jun 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
per person
30 Jul - 6 Aug
found 1 day ago
Return flight included
London (LON) to Fort Myers (RSW)
9.2/10 Wonderful! (545 reviews)
Spectacular resort, well taken care of and cleanliness on point! Only disappointment was the lack of dining options and a decent boutique/store on site. Overall, thumbs up

Reviewed on 9 Jun 2025

Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

3.5 out of 5
Old Naples
per person
30 Jul - 6 Aug
found 1 day ago
Return flight included
London (LON) to Fort Myers (RSW)
9/10 Wonderful! (1,270 reviews)
The breakfast was very good, we enjoyed the swimming pool and the river view.

Reviewed on 24 Jun 2025

Trianon Bonita Bay

Trianon Bonita Bay

3.5 out of 5
Bonita Bay
per person
30 Jul - 6 Aug
found 1 day ago
Return flight included
London (LON) to Fort Myers (RSW)
9.2/10 Wonderful! (1,653 reviews)
room 116 was amazing and we will be back back patio was great, great facility just hope breakfast can be better

Reviewed on 24 Jun 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, FL
The price is £348 per night from 9 Jul to 10 Jul
£348
9 Jul - 10 Jul
includes taxes & fees
9.6/10 Exceptional! (38 reviews)
Short vacation
"Nice place to go to beach and park to watched birds."

Reviewed on 19 May 2025

Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
West End Paradise Unit 2 Seahorse 3 - two bedroom suite w/water views
West End Paradise Unit 2 Seahorse 3 - two bedroom suite w/water views
Sanibel, FL
9.8/10 Exceptional! (10 reviews)
"It was a fantastic and the unit was modern with fantastic finishes. Very comfortable and cozy with a direct access to o e of the most beautiful peaful beaches in FL. I would strongly recommend this place to anyone especially families. The location on the island is centered so you are not close to ..."

Reviewed on 9 Jun 2025

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West End Paradise Unit 2 Seahorse 3 - two 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 £179 per night from 30 Jun to 1 Jul
£179
30 Jun - 1 Jul
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"Everything I like"

Reviewed on 26 Jun 2025

Lani Kai Beachfront Resort
See all 11,682 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

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Tradewinds travel package cost?
Say yes to new adventures with our Tradewinds travel packages, which start from a low £678. Handpick the flights and hotels that suit your travel plans. Then, add on a few enriching experiences for an amazing escape.
If I'm not able to travel, can I cancel my Tradewinds travel package?
If your holiday plans in Tradewinds have changed, it's good to know that it's possible to amend or cancel your booking. If you booked less than 24 hours ago, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may charge a fee. For more details, visit our Customer Service Portal.
How do I get a cheap travel package to Tradewinds?
Our Tradewinds travel packages offer plenty of savings for the savvy globetrotter. For the best deal, simply bundle your hotel, flights and extras (including tours) into a budget-friendly package. But bargain prices are only the start of your next big adventure. When you book with Expedia, and you'll have over 550 airlines and 1,000,000 hotel options across the globe to pick from. No matter your budget, there's a package with your name on it.
Does Expedia offer Book Now, Pay Later Tradewinds holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has come up with a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a terrific getaway without drying up your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna has easy monthly payment plans that fit all budgets, so you can jet away on that well-deserved holiday now.
  • Pay in instalments holidays: If you want to pay for your getaway across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking the "book now" button is much easier with this plan. Just put down a small deposit on your holiday and then start working on your travel itinerary.

Where should I stay in Tradewinds?
A getaway to Tradewinds isn't complete without paying a visit to Bowmans Beach, Sanibel Island Southern Beach and J. N. Ding Darling National Wildlife Refuge. Spend your evenings close to these popular attractions and make sightseeing a breeze.
What are the top hotels in Tradewinds?
Get your escape off to a great start by booking a stay at Sundial Beach Resort And Spa. It's one of most popular properties in Tradewinds. Another option is Sanibel Island Beach Resort.
How far in advance should I book my Tradewinds holiday?
Reserving your seat early with Expedia means one less thing to worry about. Many air carriers display prices up to 12 months prior to departure dates. Typically, this is the cheapest time to book. If circumstances have left you booking late, discount prices to Tradewinds are still known to appear a few weeks before departure.
What does an Expedia Tradewinds travel package include?
Packages include flights, hotels and rental cars, but you can combine any of them to create your dream Tradewinds escape. You can also add on a few activities and experiences once you've made your booking. You're in the driver's seat! When you combine your bookings with Expedia, you'll score deals you won't find anywhere else.
What should I know before booking a Tradewinds travel package?
So many places to wander around, so many things to do. With a package, you'll be able to tick more of them off your list. Bundle your hotels, rental cars and flights and see how much you save.
Can I choose my airline with a Tradewinds Expedia travel package?
Yes --- that's one of the best things about an Expedia travel package. You're the boss! We have access to more than 550 partner airlines globally, so you have options galore when creating your Tradewinds getaway.

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
Causeway Islands Park B

Causeway Islands Park B

If a restful holiday is part of your travel plans, Causeway Islands Park B might be the perfect place to visit during your trip to Sanibel. Wander the seaside or discover the breathtaking sunrises in this family-friendly area.

Causeway Islands Park B

Sanibel Island Golf Club

Enjoy a round of golf in Sanibel at Sanibel Island Golf Club. Stroll along the beautiful beaches in this family-friendly area or visit its lively bars.

Sanibel Island Golf Club

Things to do

Dolphin and Sightseeing Tiki Cruise

Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included

£45
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise

£48
per adult
100% of travellers recommend
Fort Myers Beach: Adults only BYOB Tiki Pub Daytime Cruise
Southwest Florida Sunset Sail

Southwest Florida Sunset Sail

£52
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. Flight-inclusive packages are ATOL protected.