Captiva Island Vacation Packages 2026 from $1,020

Captiva Island flight + hotel vacation packages

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

Manasota Key Resort

Save 100% on your flight

$1,020

per person

Jan 24 - Jan 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

This smoke-free hotel's private beach and marina are among the highlights. Enjoy the outdoor pool and perks like free self parking and free WiFi. A terrace, a picnic area, and laundry facilities are also on offer.

The Suites at Fishermen’s Village

Punta Gorda Isles

Save 100% on your flight

$1,185

per person

Jan 24 - Jan 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free aparthotel. 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.

Southseas

$2,343

per person

Jan 23 - Jan 30

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) 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.

The Perry Hotel Naples

$1,447

per person

Jan 14 - Jan 18

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.

Top Captiva Island hotels deals

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

$319 nightly

$356 total

Dec 15 - Dec 16

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

South Seas

5400 South Seas Plantation Rd Captiva FL

Free Cancellation

Reserve now, pay when you stay

$285 nightly

$318 total

Nov 24 - Nov 25

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.

On private beach

Pool

Captiva Beach Villas 🏝 On The Gulf Beach

Captiva FL

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

Pool

Kitchen

ONE Captiva- Gorgeous 6BR Gulf Front Villa, Private Beach Access

Captiva FL

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A hot tub is featured at this villa, along with a garden and barbecue grills.

Pool

Hot Tub

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.

Pool

Hot Tub

Penthouse - Bay Front - 2 Story - Sleeps 8 at South Seas Island Resort, Captiva

Captiva FL

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A hot tub is featured at this condo, along with laundry facilities and barbecue grills.

Pool

Hot Tub

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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 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 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.

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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 $1,020. 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.