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.
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was £889, price is now £678 per person
£678
per person
7 Nov - 12 Nov
found 1 day ago
Return direct flight included
Manchester (MAN) to Fort Myers (RSW)
9.2/10 Wonderful! (598 reviews)
Everything about this place. We will be back

Reviewed on 23 Aug 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was £1,161, price is now £792 per person
£792
per person
7 Nov - 12 Nov
found 1 day ago
Return direct flight included
London (LHR) to Fort Myers (RSW)
9.6/10 Exceptional! (393 reviews)
Staff members more than excellent. The hotel perfect!!

Reviewed on 25 Aug 2025

Marco Beach Ocean Suites

Marco Beach Ocean Suites

2 out of 5
South End
Price was £1,333, price is now £1,060 per person
£1,060
per person
13 Oct - 19 Oct
found 1 day ago
Return direct flight included
London (LON) to Fort Myers (RSW)
9/10 Wonderful! (859 reviews)
Pool is under loud construction. Was not told this was happening when booking. Gave us a room that should have been off limits to guests. Offered 20% refund, still waiting for it. not happy . the pool they send you too is 30 mins away and closes at 2pm.

Reviewed on 25 Aug 2025

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Park Shore
Price was £1,189, price is now £958 per person
£958
per person
25 Sept - 2 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Fort Myers (RSW)
9/10 Wonderful! (1,708 reviews)
Our stay was great! We enjoyed the amenities and the service we received.

Reviewed on 24 Aug 2025

Hampton Inn & Suites Fort Myers - Colonial Blvd

Hampton Inn & Suites Fort Myers - Colonial Blvd

2.5 out of 5
Price was £998, price is now £819 per person
£819
per person
25 Sept - 2 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Fort Myers (RSW)
9.4/10 Exceptional! (1,003 reviews)
Very spacious room. Well appointed.

Reviewed on 15 Aug 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 £325 per night from 10 Sept to 11 Sept
£325
10 Sept - 11 Sept
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
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is £144 per night from 10 Sept to 11 Sept
£144
10 Sept - 11 Sept
includes taxes & fees
8.8/10 Excellent! (1,395 reviews)
"Is beatifull and big hotel,I liked the pool is very big,and this hotel stay near to the beach."

Reviewed on 24 Aug 2025

Margaritaville Beach Resort Fort Myers
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
12600 University Dr, Fort Myers, FL
Fully refundableReserve now, pay when you stay
The price is £88 per night from 11 Sept to 12 Sept
£88
11 Sept - 12 Sept
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"This is a great property"

Reviewed on 25 Aug 2025

Hilton Garden Inn Ft Myers
See all 12,069 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

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

£48
per adult
Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included
Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise

Ft Myers Beach Tiki Pub Fun in the Sun Dolphin Cruise

£43
per adult
Ft Myers Beach Tiki Pub Fun in the Sun Dolphin 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.