Captiva Island Holidays

Photo by Anthony Ball
  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Captiva Island

Price found within the past 48 hours. Click for updated prices.
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

€659
per person
9 Oct - 13 Oct
found 1 day ago
Return direct flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (1,947 reviews)
El hotel muy cómodo. Habitaciones limpias y camas cómodas. Acceso a la playa súper fácil. Personal súper amable y siempre dispuesto a ayudar. Comida excelente.

Reviewed on 1 Sept 2026

Casa Ybel Resort

Casa Ybel Resort

Mid Island
€696
per person
9 Oct - 13 Oct
found 1 day ago
Return direct flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (412 reviews)
The property is super convenient the beaches across the street a volleyball pool and then a huge lighted pool. The rooms were very clean older but clean and very comfortable. Mine felt like a little apartment tiki bar downstairs is great. The food is good. The drinks were good. They do play music until about midnight so if you don’t like music till that time, this isn’t the place for you lol. We will definitely stay here again.

Reviewed on 30 Aug 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

€826
per person
9 Oct - 13 Oct
found 1 day ago
Return flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,011 reviews)
So nice to have the benefit of being able to enjoy both the beach side and bay side.

Reviewed on 31 Aug 2026

The Bay Inn at Lani Kai

The Bay Inn at Lani Kai

€735
per person
8 Oct - 13 Oct
found 1 day ago
Return flight included
Boston (BOS) to Fort Myers (RSW)
7.8/10 Good! (494 reviews)
Resort Harbour Properties

Resort Harbour Properties

Punta Rassa
€703
per person
9 Oct - 13 Oct
found 10 hours ago
Return direct flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (372 reviews)
The property was clean and absolutely gorgeous. The pictures honestly didn't do it justice. The hospitality was great! The communication was top notch, but they weren't too much at all. Great privacy! Beach was steps away from the elevator. The location was wonderful! It was secluded but everything we needed was very close by. Sanibel Island was a 10 minute drive at most! We are only going to stay at this property in the future.

Reviewed on 11 Aug 2026

Top hotels in Captiva Island

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL
Fully refundableReserve now, pay when you stay
€298
2 Sept - 3 Sept
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"So nice to have the benefit of being able to enjoy both the beach side and bay side."

Reviewed on 31 Aug 2026

Tween Waters Island Resort & Spa
South Seas

South Seas

5400 South Seas Plantation Rd Captiva FL
Fully refundableReserve now, pay when you stay
€279
7 Sept - 8 Sept
includes taxes & fees
South Seas
Game Room, Pool, Hot Tub, Walk to Beach | Captiva 5BDR | Coco Mango by AvantStay

Game Room, Pool, Hot Tub, Walk to Beach | Captiva 5BDR | Coco Mango by AvantStay

Captiva FL
9.2/10 Wonderful! (23 reviews)
"The house is spacious, very comfortable and immaculate. Easy walking distance to restaurants, shops and beaches.There were lots of pool floats and beach chairs. It was a perfect house for our family gathering. Would definitely rent it again."

Reviewed on 3 Aug 2026

Get rates
Game Room, Pool, Hot Tub, Walk to Beach | Captiva 5BDR | Coco Mango by AvantStay
See all 661 properties in Captiva Island
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.

Stay near popular Captiva Island attractions

A beach with white sand and turquoise water. There are colorful Adirondack chairs lined up on the sand.

Captiva Beach

9.2/10 (1,970 reviews)
If a restful holiday is part of your travel plans, Captiva Beach might be the perfect place to visit during your trip to Captiva. Discover the beautiful sunsets in this relaxing area.
See properties
A starry night sky over rocky terrain.
Photo by Noel Benadom

Turner Beach

9.4/10 (63 reviews)
If a restful holiday is part of your travel plans, Turner Beach might be the perfect place to visit during your trip to Captiva. Discover the beautiful sunsets in this relaxing area.
See properties
A sandy beach with footprints and tire tracks, palm trees, and a clear sky.
Photo by Norwegian Girl

Alison Hagerup Beach Park

8.4/10 (17 reviews)
Why not spend a care-free afternoon at Alison Hagerup Beach Park during your travels in Captiva? Discover the beautiful sunsets in this relaxing area.
See properties

Captiva Chapel By the Sea

8.6/10 (28 reviews)
You can find out about the history of Captiva with a stop at Captiva Chapel By the Sea. Discover the area's beautiful sunsets or seek out its cycling trails.
See properties

Jensen’s Marina

9.2/10 (36 reviews)
Explore the waterfront of Jensen’s Marina and enjoy activities such as cycling in Captiva. Amble around the area's beautiful beaches or seek out the kayaking spots.
See properties

McCarthy's Marina

9.0/10 (47 reviews)
Explore the waterfront of McCarthy's Marina and enjoy activities such as cycling in Captiva. Discover the area's beautiful sunsets or seek out its kayaking spots.
See properties

What to do in Captiva Island

Punta Gorda/Boca Grande: Cayo Costa State Park Boat Tour

Punta Gorda/Boca Grande: Cayo Costa State Park/Cabbage Key

€540
per traveller
Punta Gorda/Boca Grande: Cayo Costa State Park/Cabbage Key
See all activities in Captiva Island

Frequently asked questions

How much does a Captiva Island holiday package cost?
From just €659, you can tailor your Captiva Island holiday package. Simply combine flights, hotels and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Captiva Island?
You'll save big if you bundle your car rentals, flights and hotels into a Captiva Island holiday package. Sometimes cheap packages mean fewer options. But that's not the case with Expedia. We offer over 550 airlines and 1,000,000 hotels worldwide, which means you'll always have plenty of options to choose from. Want to save even more? Add some fun activities to your package deal and unlock even bigger bargains! After all, travel is about more than just getting to your destination.
How far in advance should I book my Captiva Island holiday?
While prices change from time to time, we generally recommend reserving your seat as early as possible. Many international airfares can be found on Expedia up to a year in advance. If circumstances have left you booking last minute, you may still get lucky. Low prices to Captiva Island sometimes occur in the weeks prior to departure.
What does an Expedia Captiva Island travel package include?
With Expedia, you can select any combination of flights, car rentals and hotels to build your perfect Captiva Island travel package. Once you've made your booking, you can add on the fun things like day tours and activities. Remember, the more you bundle, the more deals you'll score!
What should I know before booking a Captiva Island travel package?
Discover deals that fit your budget with an Expedia package. Hotels, airfares, rental cars — we've got all of them. You'll save big bucks just by combining your bookings. Whether you're embarking on an adventure in the snow or relaxing on a sunny beach, your ideal getaway is just clicks away.
Can I choose my airline with a Captiva Island Expedia holiday package?
Definitely. Expedia has more than 550 airline partners to pick from globally. With all that choice at your fingertips, finding the perfect carrier to fly you to Captiva Island won't be hard.
If I'm not able to travel, can I cancel my Captiva Island holiday package?
Whether it's your hotel, flight or rental car, you can cancel or amend it. Locked in your Captiva Island holiday package in the last 24 hours? You may be able to make changes at no cost. For older bookings, you may be charged a fee by your hotel, airline or car rental company. For more details, check out our Customer Service Portal. We'll help you every step of the way.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.