Captiva Island Vacation Packages 2026 from $333

Captiva Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Courtyard by Marriott Fort Myers Cape Coral

$333

per person

May 1 - May 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

Save 100% on your flight

$795

per person

May 1 - May 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

A full-service spa, 4 restaurants, and 3 outdoor pools are all featured at this smoke-free resort. Enjoy the 5 outdoor tennis courts and indoor pool, and unwind with a drink at the bar/lounge.

Hilton Marco Island Beach Resort and Spa

South End

Save 100% on your flight

$520

per person

May 25 - May 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this resort. Spend a day at the beach parasailing, or relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas.

The Perry Hotel Naples

Save 100% on your flight

$995

per person

May 15 - May 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a beach shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy the a rooftop terrace.

The Suites at Fishermen’s Village- 2 Bedroom Suites

Punta Gorda Isles

$556

per person

May 23 - May 26

found 15 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free condo resort. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. A coffee shop, a snack bar/deli, and a picnic area are also on offer.

Top Captiva Island hotels deals

South Seas Resort

5400 South Seas Plantation Rd Captiva FL

$690 nightly

$770 total

Apr 12 - Apr 13

Total with taxes and fees

This smoke-free resort features a private beach, a golf course, and a water park. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the children's pool, waterslide, and kid-friendly dining.

On private beach

Pool

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

$405 nightly

$451 total

Apr 12 - Apr 13

Total with taxes and fees

This smoke-free resort features a private beach, a full-service spa, and a marina. Family-friendly amenities include a children's pool and kid-friendly dining, along with kayaking. Free self parking is free for guests, and you can enjoy a meal in one of the 3 restaurants.

On private beach

Pool

Beach Villa 2313, Upscale and Beautiful Beach Front Condo with Gorgeous Gulf

Captiva FL

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This vacation home featured laundry facilities and barbecue grills.

Pool

Kitchen

Marina Villa 704 - Gulf & Marina Views

Captiva FL

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This vacation home featured laundry facilities and barbecue grills.

Pool

Kitchen

South Seas Resort Beach Villas 🏝 On The Beach

Captiva FL

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An outdoor pool is featured at this condo, along with laundry facilities and barbecue grills.

Pool

Kitchen

Beach Villa 2007 - beautifully renovated one-bedroom, one-bathroom condo

Captiva FL

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This vacation home features barbecue grills.

Pool

Kitchen

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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.

Popular places to visit

Captiva Beach

If a restful vacation is part of your travel plans, Captiva Beach might be the perfect place to seek out during your trip to Captiva. Discover the beautiful sunsets in this relaxing area.

Turner Beach

If a restful vacation is part of your travel plans, Turner Beach might be the perfect place to seek out during your trip to Captiva. Discover the beautiful sunsets in this relaxing area.

Alison Hagerup Beach Park

Why not spend a carefree afternoon at Alison Hagerup Beach Park during your travels in Captiva? Discover the beautiful sunsets in this relaxing area.

Frequently asked questions

How much are vacation packages to Captiva Island?

With Travelocity vacation packages, you can experience the sights and sounds of Captiva Island from just $333. Activities, flights and hotels — we've got you. You're bound to save loads just for bundling together your bookings. And with everything taken care of before you even set off, you can sit back, relax and enjoy the adventure.

Where can I get the best vacation package deals for Captiva Island?

Travelocity is here to help you find a terrific Captiva Island package deal. With more than 400 partner airlines and 1,000,000 properties around the world, you're sure to find the perfect combination.

Why should I purchase my Captiva Island vacation package with Travelocity?

You'll not only save lots, but you can also access our 24/7 support, top-notch service and a Price Match Guarantee. Journey across the globe, discover hidden gems and make long-lasting memories — we'll take care of the little details.

Will I save money on my Captiva Island car rental if I book it with a hotel or flight?

You sure can with our Captiva Island vacation packages. With one of these, there are tons of ways to stretch your travel budget further. Bundle any two or more car, flight, hotel and tour bookings and watch your savings pile up. With your own set of wheels, all the popular sights around Captiva Island are an unforgettable road trip away.