Captiva Vacation Packages 2026 from $375

Captiva flight + hotel vacation packages

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

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

$375

per person

Jun 5 - Jun 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

A full-service spa, 7 restaurants, and 2 outdoor pools are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Relax with a drink at one of the 2 poolside bars and enjoy the 2 hot tubs and 24-hour gym.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$999

per person

Jun 18 - Jun 22

found 1 day ago

Roundtrip 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.

Mariners Boathouse by Coolvacay

South Island

Save 100% on your flight

$739

per person

Jun 1 - Jun 7

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.

Matanzas Inn Bayside Resort and Marina

$520

per person

May 30 - Jun 3

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. 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.

The Perry Hotel Naples

Save 100% on your flight

$799

per person

Jul 1 - Jul 5

found 1 day ago

Roundtrip non-stop 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.

Top Captiva hotels deals

South Seas

5400 South Seas Plantation Rd Captiva FL

$530 nightly

$591 total

May 3 - May 4

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 3 outdoor pools on site, along with a bar/lounge to unwind.

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

North Captiva FL

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This vacation home featured laundry facilities and barbecue grills.

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

$362 nightly

$404 total

May 11 - May 12

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.

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.

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 2313, Upscale and Beautiful Beach Front Condo with Gorgeous Gulf

Captiva FL

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This condo featured laundry facilities and barbecue grills.

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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

White Egret & Great Blue Heron on Captiva Island

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.

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.

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 $375. 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.