Sanibel Captiva Island Vacation Packages 2026 from $767

Photo by Sanibel Captiva Chamber of Commerce/Milissa Sprecher Photography

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The Latest Sanibel Captiva Island vacation packages

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

Olde Marco Island Inn and Suites

Olde Marco

Save 100% on your flight

$767

per person

Dec 15 - Dec 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9/10 Wonderful! (1,002 reviews)

I loved this hotel! The room was beautiful! The pictures don’t do it justice. It felt so homey, yet out of my league at the same time.😉 It was walking distance to several yummy restaurants. I stayed at this hotel alone for a few days and felt very safe at the hotel and walking to the restaurants and shops nearby, which are literally within a 5 minute walk. I spotted dolphins yesterday while eating lunch at one of the restaurants, another huge bonus to the area! The pool and hot tub were great and had lots of pretty plants and trees with seats thru-out for shade. The price is right, it was perfect for me, 10 out of 10, I’m going again.😎

Reviewed on Sep 27, 2026

The Perry Hotel Naples

Save 100% on your flight

$933

per person

Dec 15 - Dec 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (1,163 reviews)

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$1,619

per person

Nov 18 - Nov 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9/10 Wonderful! (1,004 reviews)

The resort is under construction and what would have been a beautiful, peaceful beach experience was marred by the noise. Unsettling and disturbing would describe the feeling of laying out in lounge chairs at the beach. When I went to rent a paddle board I was told that the beach rental company, located on the beach at LaPlaya, had lost their contract with LaPlaya consequently they were not allowed to rent equipment to hotel customers. Although the hotel has a restaurant there is no dinning or shopping choices within walking distance. A car is a must. There are lots of choices off highway 41, several miles from the hotel. It wasn’t clear when I booked the hotel that a “Bay View” was not in the main building and was located across the street. Despite umbrellas being readily available, if it’s pouring rain, which it often does, you will get wet crossing the street. The hotel room was very quiet. It might have something to do with being located across the street from the construction. The bell service and housekeeping were exceptional. My room was impeccably cleaned each of the 6 days I spent at LaPlaya. There are 4 pools at the hotel. It would have been nice if at least one of them were adult only, screaming, crying children are not my thing. Our balcony was a shared public space. The hotel only offers valet parking at $44 dollars plus tax per day. I believe once the construction is completed the LaPlaya would be a more satisfying vacation.

Reviewed on Sep 28, 2026

Windward Passage Resort

Save 100% on your flight

$803

per person

Dec 15 - Dec 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.8/10 Excellent! (18 reviews)

Mariners Boathouse by Coolvacay

South Island

Save 100% on your flight

$877

per person

Dec 15 - Dec 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.8/10 Exceptional! (13 reviews)

Very nice place, our 2nd time here and we still love it

Reviewed on Sep 7, 2026

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Where to stay in Sanibel Captiva Island

Find the best Sanibel Captiva Island areas and neighborhoods for the activities you enjoy most. Learn more about Sanibel Captiva Island

A coastal scene with a lighthouse, beach, and ocean.

Mid Island

1 out of top 10 points of interest in this area

While visiting Mid Island, you might make a stop by sights like Periwinkle Way and Sanibel Island Southern Beach.

West End

3 out of top 10 points of interest in this area

While visiting West End, you might make a stop by sights like J. N. Ding Darling National Wildlife Refuge and Bowman's Beach.

East End

3 out of top 10 points of interest in this area

While visiting East End, you might make a stop by sights like Sanibel Island Northern Beach and Sanibel Island Lighthouse.

A cyclist on a paved path alongside a road with cars, palm trees, and a liquor store sign.

Beachview Country Club Estates

If you're spending some time in Beachview Country Club Estates, Periwinkle Way and Sanibel Island Golf Club are top sights worth seeing.

A beach with a green umbrella and two lounge chairs.

Gulf Shores

While there might not be top attractions in Gulf Shores, you can explore the larger area and discover places like Bowman's Beach and J. N. Ding Darling National Wildlife Refuge.

Stay near popular Sanibel Captiva Island attractions

A sunset over the ocean with waves, a bird flying, and a partly cloudy sky.

Sanibel Island Southern Beach

9.4/10 (1,097 reviews)

Renowned for its historic 1884 lighthouse and world-class shelling, this southern Sanibel beach attracts collectors worldwide. Arrive at low tide to discover diverse seashells along its uniquely oriented shoreline.

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A sandy beach with a clear sky and ocean in the background.

Bowman's Beach

9.0/10 (1,092 reviews)

This pristine shoreline offers exceptional shelling opportunities and a tranquil escape from commercial development. Arrive with supplies for the short walk from parking to Bowman's natural paradise.

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Sanibel Island Lighthouse

9.0/10 (2,254 reviews)

This 1884 cast-iron lighthouse stands sentinel at San Carlos Bay's entrance, surrounded by shell-rich beaches. Explore Lighthouse Beach Park for panoramic Gulf views and tranquil nature trails through mangroves.

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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)

Captiva Beach enchants with its pristine white sands and abundant seashells along the Gulf of Mexico. Stroll at sunset to witness breathtaking colors while collecting from over 250 shell varieties that wash ashore.

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A street lined with palm trees and a sign for Periwinkle Place Shops.

Periwinkle Way

9.2/10 (560 reviews)

Periwinkle Way winds through Sanibel Island as its vibrant commercial heart, lined with local boutiques and art galleries. Browse unique island crafts or savor fresh seafood amid tropical surroundings.

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J. N. Ding Darling National Wildlife Refuge

9.2/10 (574 reviews)

This vast mangrove sanctuary houses 245 bird species, including striking roseate spoonbills and white pelicans. Explore Wildlife Drive by car or bicycle when tides are low for optimal wildlife viewing.

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Sanibel Island Northern Beach

9.4/10 (292 reviews)

Renowned for exceptional shelling, Sanibel Island's northern beaches feature a unique east-west orientation that collects treasures from the Gulf. Arrive at low tide with a mesh bag to gather the most pristine specimens.

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Blind Pass Beach

7.8/10 (14 reviews)

Blind Pass Beach connects Sanibel and Captiva Islands with exceptional shelling along its narrow shore. Visit at low tide with a mesh bag to collect treasures while enjoying the Gulf's shimmering waters.

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What to do in Sanibel Captiva Island

Fort Myers Beach Sunset and Dolphin Watching Cruise

$70

per adult

100% of travellers recommend

Copacetic Day Sail

$70

per adult

100% of travellers recommend

Parasailing Adventure on Fort Myers Beach (400 Foot Flight)

$105

per adult

94% of travellers recommend

See all activities in Sanibel Captiva Island

Sanibel Captiva Island Hotel Deals

Sanibel Island Beach Resort

1231 Middle Gulf Dr Sanibel FL

Fully refundableReserve now, pay when you stay

$204 nightly

$227 total

Oct 4 - Oct 5

Total with taxes and fees

9.2/10 Wonderful! (2,332 reviews)

"Need more shampoo and conditioner."

Reviewed on Sep 28, 2026

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

Fully refundableReserve now, pay when you stay

$311 nightly

$346 total

Sep 29 - Sep 30

Total with taxes and fees

Sundial Beach Resort & Spa

1451 Middle Gulf Drive Sanibel FL

$415 nightly

$463 total

Sep 29 - Sep 30

Total with taxes and fees

See all 2,821 properties in Sanibel Captiva Island

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.

Find the Best Sanibel Captiva Island Vacation Packages

Things to do near Sanibel Captiva Island

Sanibel Captiva Island offers a delightful vacation for families and outdoor enthusiasts alike. Enjoy beautiful beaches and a range of activities, including sightseeing tours, fishing excursions, and day trips. Don’t miss the chance to relax under beach umbrellas or explore local recreational and shopping areas. This charming destination is perfect for creating memorable experiences with loved ones.

Shopping

Shop along Periwinkle Way, a vibrant shopping center 3 miles from Sanibel Captiva Island, offering family-friendly vibes. For fresh produce and local goods, visit the Cape Coral Farmers Market, located 13 miles away. Edison Mall, 18 miles away, features a variety of stores in a lively atmosphere.

Recreation

At Sanibel Island Golf Club, enjoy a round of golf amidst lush landscapes, perfect for sports enthusiasts. For a cultural experience, the Herb Strauss Schoolhouse Theater offers engaging performances, ideal for families and couples. Adventure awaits at Jungle Golf Ft. Myers, where mini-golf provides fun for all ages.

Adventure

At Sanibel Sea School, experience exciting underwater sports just 5 miles away, where you can explore marine life up close. Beach Bowl, located 11 miles away, offers thrilling arcade adventures for the whole family. For outdoor enthusiasts, Glover Bight Trail, 10 miles away, provides scenic trails through nature.

Nightlife

Sanibel Captiva Island offers a laid-back nightlife with charming beach bars and casual dining spots. Enjoy live music at local venues, sip cocktails with stunning sunset views, or take a leisurely stroll along the shore. The atmosphere is relaxed, perfect for unwinding after a day of exploration.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Sanibel Captiva Island

Sanibel Captiva Island is an ideal destination for beach, outdoor, and family vacations. Visitors can enjoy its beautiful beaches, nature preserves, and marinas, making it perfect for those seeking cultural experiences. Key attractions include the Sanibel Lighthouse, various beach hotels, and the scenic Sanibel Harbour, providing a wide range of activities for travelers looking to explore the charm of Sanibel, Florida.

Sanibel Island Southern Beach: Enjoy the sun and surf at Sanibel Island Southern Beach, located only 2 miles from Sanibel Captiva Island. This beach offers a laid-back atmosphere with soft sands and stunning sunsets, perfect for relaxation and beachcombing.
Sanibel Island Lighthouse: A historic gem situated 6 miles away, the Sanibel Island Lighthouse provides a glimpse into the island's maritime past. The picturesque setting is ideal for photography and offers a glimpse into the local culture.
J. N. Ding Darling National Wildlife Refuge: Just 1 mile away, this wildlife refuge is a family-friendly paradise. Explore diverse ecosystems, observe native wildlife, and enjoy educational programs that make for an enriching outdoor experience.

Tips to save on your trip to Sanibel Captiva Island

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling during the off-peak season (typically August to October) for more affordable package holidays to Sanibel Captiva Island.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.