Sanibel Captiva Island Vacation Packages 2025/2026 from $250

Sanibel Captiva Island flight + hotel vacation packages

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

Hilton Garden Inn Ft Myers

Villas

Save 100% on your flight

$250

per person

Nov 1 - Nov 4

found 1 day ago

Roundtrip 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.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

$664

per person

Nov 14 - Nov 17

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.

Inn on Fifth

Old Naples

Save 100% on your flight

$553

per person

Nov 14 - Nov 17

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 eco-certified hotel. Enjoy the outdoor pool and perks like a free beach shuttle. Enjoy the a rooftop terrace and unwind at the bar/lounge and poolside bar.

Innovation Hotel

Save 100% on your flight

$405

per person

Nov 14 - Nov 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

This smoke-free hotel features 2 restaurants, 2 outdoor tennis courts, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

The Perry Hotel Naples

Save 100% on your flight

$504

per person

Nov 14 - Nov 17

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 Sanibel Captiva Island hotels deals

Sanibel Island Beach Resort

1231 Middle Gulf Dr, Sanibel, FL

Free Cancellation

Reserve now, pay when you stay

$208 nightly

$230 total

Sep 14 - Sep 15

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at the poolside bar and enjoy perks like free self parking.

Pool

Pet friendly

Tween Waters Island Resort & Spa

15951 Captiva Drive, Captiva, FL

$325 nightly

$362 total

Sep 28 - Sep 29

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

Sundial Beach Resort & Spa

1451 Middle Gulf Drive, Sanibel, FL

$407 nightly

$454 total

Sep 8 - Sep 9

Total with taxes and fees

A full-service spa, 4 restaurants, and 4 outdoor tennis courts are all featured at this luxury condo resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.

Pool

Hot Tub

Sanibel Inn

937 East Gulf Drive, Sanibel, FL

Free Cancellation

Reserve now, pay when you stay

$319 nightly

$356 total

Sep 8 - Sep 9

Total with taxes and fees

A private beach and an outdoor pool are featured at this smoke-free hotel. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. There's a restaurant and a bar/lounge for dining and drinks, and also an outdoor tennis court on site.

On private beach

Pool

Island Inn

3111 W Gulf Dr, Sanibel, FL

$229 nightly

$255 total

Sep 8 - Sep 9

Total with taxes and fees

This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. A picnic area, express check-out, and laundry facilities are also on offer.

Kitchen

Parking included

South Seas Resort

5400 South Seas Plantation Rd, Captiva, FL

Get rates

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. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site.

On private beach

Pool

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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

Sanibel Island Southern Beach

4.5/5(171 reviews)

Why not spend a lazy afternoon at Sanibel Island Southern Beach during your trip to Sanibel?

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

Captiva Beach

4.5/5(1,463 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.

Bowman's Beach

4.5/5(481 reviews)

If a restful vacation is part of your travel plans, Bowman's Beach might be the perfect place to seek out during your trip to Sanibel. Discover the beautiful sunsets in this relaxing area, or enjoy its biking trails.

Frequently asked questions

How much are vacation packages to Sanibel Captiva Island?

With a Travelocity vacation package, you can experience the sights and sounds of Sanibel Captiva Island for only $250. Hotels, flights and experiences — we're a one-stop shop for all of them. You'll save a bunch just by bundling together your bookings. And with everything taken care of before you leave, you won't have a care in the world.

How long should my Sanibel Captiva Island vacation be?

If you're looking for some guidance, most visitors spend around 4 nights vacationing in Sanibel Captiva Island. But to uncover the true essence of this place, stay a little longer. You'll be able to get to more attractions and really take in the local culture.

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

Find your dream escape at Travelocity. With access to 400 airline partners and 1,000,000 properties worldwide, selecting the perfect Sanibel Captiva Island package deal couldn't be easier.

Why should I purchase my Sanibel Captiva Island vacation bundle with Travelocity?

We offer experiences to suit every type of traveler, excellent service and customer support available 24/7. And to top it off, we'll match any lower price you're able to find with our Price Match Guarantee.

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

With a Sanibel Captiva Island vacation package, you can bundle your car, hotel and flight bookings and save tons. If you're eager to explore the best of this wonderful city, why not check out Salvador Dali Museum? This must-see attraction is 95 mi from Sanibel Captiva Island. With your own rental car, you'll be there belong long.

Which airport is best for Sanibel Captiva Island?

Sanibel Captiva Island has two main airports to choose from — Southwest Florida Intl. Airport (RSW) (25 mi away from the city center) and Naples Municipal Airport (APF) (30 mi away from central Sanibel Captiva Island).

What is there to do in Sanibel Captiva Island?

Sanibel Captiva Island is overflowing with things to see and do, such as Sanibel Island Southern Beach and North Captiva Island Beach. These two fantastic attractions top most travelers' travel itineraries.

Where should I stay when visiting Sanibel Captiva Island?

If you're searching for somewhere to lay your head, consider the Sanibel Island Beach Resort. It's the top pick for many travelers.