Captiva Vacation Packages 2025/2026 from $355

Captiva flight + hotel vacation packages

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

Hilton Garden Inn Ft Myers

Villas

$355

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

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

Matanzas Inn Bayside Resort and Marina

Save 100% on your flight

$608

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A terrace, a picnic area, and luggage storage are also on offer.

South Seas Resort

Save 100% on your flight

$835

per person

Dec 19 - Dec 23

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

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.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$1,522

per person

Dec 28 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

This luxury resort features a private beach, a full-service spa, and 2 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the outdoor pool and visit the 2 bars/lounges and beach bar for drinks.

Southseas

Save 100% on your flight

$1,632

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Fort Myers (RSW)

An outdoor pool, self parking, and laundry facilities are featured at this apartment. WiFi in public areas is free. Barbecue grills are provided for your convenience.

Top Captiva hotels deals

Tween Waters Island Resort & Spa

15951 Captiva Drive, Captiva, FL

$229 nightly

$255 total

Oct 20 - Oct 21

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.

North Captiva Point House - Boat/Water Taxi Only NEWLY RENOVATED

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This vacation home featured laundry facilities and barbecue grills.

South Seas Resort

5400 South Seas Plantation Rd, Captiva, FL

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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.

“BEACHFRONT” LUXURY ISLAND HOME. PRIVATE SWIM SPA~DOCK FISHING~GolfCart STUNNING

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This vacation home features an outdoor pool and a hot tub. Families will appreciate the playground and barbecue grills. A garden and laundry facilities are also provided.

BEAUTIFUL OCEANFRONT BEACH LOCATION - FALL SPECIALS!!!!

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This vacation home features an outdoor pool and a hot tub. Laundry facilities and barbecue grills are also provided.

Fully renovated Luxury House pool! HUGE 5 BD 5 BA 9 bed! Sleeps 16! 2 golf carts

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This vacation home features an outdoor pool and a hot tub. Families will appreciate the playground, barbecue grills, and childcare. Laundry facilities and concierge services are also provided.

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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

A beautiful sunset with a pair of pelicans on Captiva Island.

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.

North Captiva Island Beach

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.

Useppa Island

Commune with nature and explore the great outdoors at Useppa Island during your travels in Captiva. Stroll along the beautiful beaches or discover the beautiful sunsets in this relaxing area.

Frequently asked questions

How much are vacation packages to Captiva?

You can score an excellent flight and hotel bundle for an affordable $355. 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.