Captiva Vacation Packages 2026 from $517

Captiva flight + hotel vacation packages

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

Lehigh Resort Club

Joel

Save 100% on your flight

$517

per person

Oct 31 - Nov 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

2 outdoor tennis courts, an outdoor pool, and a hot tub are all featured at this smoke-free aparthotel. Bring the family and enjoy the mini golf, children's pool, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.

The Perry Hotel Naples

Save 100% on your flight

$972

per person

Nov 27 - Dec 2

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.

Tween Waters Island Resort & Spa

Save 100% on your flight

$2,393,570

per person

Dec 1 - Dec 8

found 24 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

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.

Mariners Boathouse by Coolvacay

South Island

Save 100% on your flight

$869

per person

Nov 27 - Dec 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.

Windward Passage Resort

Save 100% on your flight

$835

per person

Oct 31 - Nov 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

This hotel features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. Laundry facilities are provided for your convenience.

Top Captiva hotels deals

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

Free Cancellation

Reserve now, pay when you stay

$311 nightly

$346 total

Sep 25 - Sep 26

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.

South Seas

5400 South Seas Plantation Rd Captiva FL

Free Cancellation

Reserve now, pay when you stay

$328 nightly

$366 total

Oct 8 - Oct 9

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. You'll find 5 restaurants and 6 outdoor pools on site, along with a bar/lounge to unwind.

NEW LISTING! OCEAN PARADISE: BEACHFRONT, SLEEPS 12, 2 CARTS, POOL, GAMES, & FUN

Captiva FL

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This vacation home features an outdoor pool and a hot tub. Laundry facilities, concierge services, and barbecue grills are also on offer.

Big on the Beach House 6BR Home + Club Access, Private Dock & Stunning Views

Captiva FL

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

Beach Villa 2121: Your Exclusive Two-Story Beach Villa with Direct Gulf Views

Captiva FL

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This vacation home featured laundry facilities and barbecue grills.

Pool

Kitchen

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

Captiva FL

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A hot tub is featured at this vacation home, along with laundry facilities and concierge services. Barbecue grills are provided for your convenience.

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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.

Stay near popular Captiva attractions

A heron standing on rocks by a turquoise beach with clear skies.

North Captiva Island Beach

9.6/10 (104 reviews)

Why not spend a lazy afternoon at North Captiva Island Beach during your trip to Captiva? While you're in the area, stroll along the beaches.

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Frequently asked questions

How much are vacation packages to Captiva?

You can score an excellent flight and hotel bundle for an affordable $517. With one of our Travelocity vacation packages, a trip to Captiva has never looked so enticing! Save both time and cash and get an early start with packing your suitcases.

How long should my Captiva vacation be?

If you're looking for some guidance, most travelers spend about 5 nights vacationing in Captiva. But to uncover the true essence of this place, stay a little longer. You'll be able to check off more attractions and really soak up the local vibe.

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

For the perfect Captiva package deal, head straight to Travelocity. Pick from as many as 400 air carriers and 1,000,000 properties around the globe to create your dream trip — the choice is all yours!

Why should I purchase my Captiva vacation package with Travelocity?

With exceptional service, support available 24/7 and some of the most amazing escapes imaginable, you'll never wander alone. And if you find a better price, we'll match it. That's our Price Match Guarantee.

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

You sure can — combine your hotel, car and flight into a Captiva vacation package and you can save a tidy sum. With so much to see and do in Captiva, having your own wheels will come in handy. Once you've settled into the driver's seat, get out on the wide open road and find your way to Salvador Dali Museum, a top attraction around 90 mi from Captiva.

Which airport is best for Captiva?

You have two options for jetting into Captiva, the first being Southwest Florida Intl. Airport (RSW). It's situated 25 mi from the city center, while Naples Municipal Airport (APF) is 35 mi away from central Captiva.

What is there to do in Captiva?

While venturing off the beaten track can be rewarding, you shouldn't ignore the big sights that make a destination famous. North Captiva Island Beach and Captiva Beach are a couple of them in Captiva.

Where should I stay when visiting Captiva?

If you're searching for somewhere to spend your nights, take a look at the South Seas Resort. It's the top choice for many travelers.