When compiling a list of the best beach towns, the omission of Sanibel Island would be truly incomplete. We wholeheartedly agree with Southern Living for recognizing the undeniable allure of this exceptional destination, ranking it proudly at No. 6 in their esteemed “The 50 Best Beach Towns in the South 2025” list. This prestigious recognition also positions Sanibel as the top-rated Florida beach town on their list, a testament to its enduring appeal.
Southern Living acknowledged the ongoing recovery of Sanibel Island following the impact of Hurricane Ian in September 2022, as well as Hurricanes Milton and Helene in 2024.
Despite these challenges, Southern Living beautifully captured the spirit of Sanibel, stating:
A sunny slice of paradise that’s as resilient as they come, Sanibel was struck by three hurricanes (Ian, Helene, and Milton) in the span of just over two years, but it continues to persevere. With no stoplights or high-rises, the island is an old-school beach town at its best. Once you’ve come here, it won’t be long before you’ve adopted the Sanibel stoop, the well-known posture of serious shell seekers.
Indeed, as many who have visited will attest, Sanibel Island possesses a captivating charm that often steals hearts unexpectedly. The scenic drive over the causeway unveils a breathtaking panorama: 17,000 acres of lush natural beauty bordered by the sparkling Gulf of Mexico on one side and the tranquil San Carlos Bay on the other.
Stepping onto Sanibel, you’ll immediately sense a departure from the hustle and bustle of nearby cities like Tampa and Fort Myers. The absence of stoplights, high-rises, and sprawling chain stores contributes to an atmosphere of serene tranquility. This unique character fosters a strong sense of community, local pride, and an appreciation for the island’s remarkable natural treasures.
Southern Living further highlights the “9 Best things to do in Sanibel Island,” which includes the beloved pastime of searching for shells, along with opportunities for walking and biking along scenic wildlife trails, and a delightful selection of places to eat and stay.
It’s wonderful to see other gems on the Gulf Coast recognized as well, with Naples ranking at No. 22 and Captiva Island, Sanibel’s close neighbor, securing the No. 25 spot, Siesta Key comes in at 15, and authentic Anna Maria Island finishes at 11.
The No. 1 best beach town in the South, according to Southern Living, is St. Simons Island, Georgia, praised for its alluring atmosphere, delicious shrimp, stunning sunsets, and a wealth of activities ranging from wildlife viewing and sailing to biking and exploring historical landmarks.
However, for those seeking an authentic beach town experience renowned for its natural beauty and world-class shelling, Sanibel Island remains an unparalleled destination. We invite you to discover the magic of Sanibel firsthand by staying at one of our many vacation rentals. From condos to pool homes, beachfront stays, and pet-friendly getaways we have every option available.
To read Southern Livings full list of the 50 Beast Beach Towns In The South, click here.
You can tell it’s November. The island is rusting back to life.
Everyone is returning to Sanibel
It’s the time of year when people’s thoughts begin to turn to Sanibel Island & warm weather Island Vacations. Whether you are one of our repeat guests or staying with Island Vacations for the first time, we hope you find this information helpful.
The Sanibel Island Farmer’s Market
Sanibel’s Farmer’s Market: Every Sunday 8 – 1. New Captiva Market is open on Tuesdays.
The Sanibel Island Farmer’s Market happens every Sunday from 8 a.m. – 1 p.m. at the Sanibel City Hall located at 800 Dunlop Road. It’s a great place to stock up with fresh fruits & vegetables, baked goods, meat, fish, flowers & more for your stay. Create your own breakfast with some good coffee, freshly squeezed juices, pastries, fruit & whatever else captures your fancy as you wander through the variety of vendors. It’s a friendly group with a welcoming atmosphere. Stop, chat & learn about the area from the vendors, farmers, & locals who live & shop here. It’s a Sanibel favorite activity.
If you miss Sunday’s market, you can head up to Captiva on Tuesday. The market is open 10 a.m. – 1 p.m. & located in the parking lot at the entrance to South Seas Plantation. Just head up San-Cap Road to the end & look for the signs. The Captiva Market is new this year & run by the same people.
November Weather
While no one can predict the weather, there is a website that attempts to do so. It’s the best place we have found to answer the question, “What’s the weather going to be like during my stay?” It may not be 100% accurate but it will give you a good idea of what to pack. When you’re standing in a snowstorm, it can be hard to imagine that it will be in the 80’s when you arrive! Pack with sun and fun in mind.
Housekeeping Items
Helpful things to know!
Beach parking has increased to $5/hour this year. Not to worry as many of our accommodations are right on the beach or a short walk or bike ride to the beach. We suggest you bike to the beach if possible. Biking can be more fun plus it gives you the opportunity to discover the island at a slower pace. With 25 miles of bike paths, parking your car & biking around the island might be the best way to explore Sanibel. Ask our staff about the Sanibel Cemetery (only accessible by bike or on foot) and the ‘Ding Darling National Wildlife Refuge Drive which is closed to cars on Friday but accessible by bike every day.
If you are driving and wondering about traffic, download the City’s traffic cameras app. It’s free in your app store. Find it at “City of Sanibel Traffic Cameras” or see it online at MySanibel.com. You can watch from anywhere all year long!
Sanibel’s November Events
November marks the beginning of “Event Season”
This is not a comprehensive list of island happenings in November. Please check the local papers & our staff for additional event & activity information when you arrive. We suggest you make reservations for the listed activities with the exception of the Nov. 29th event at the Refuge & the Dec. Luminary Event.
November Calendar of Sanibel Events
Nov. 1 – Twilight Talk: 4 p.m. – 8 p.m. Presented by Sanibel Historical Museum & Village
Cost: $20/person – Reservations Required – Call 239-472-4648
Captiva Cruises will take you on a trip to historic Useppa Island aboard the Lady Chadwick. The cruise will depart from Captiva Island.
Nov. 5 – Sanibel Blues & Jazz Fest: Gates open 11 a.m. Showtime: Noon – 6 p.m.
Located “In the backyard” at Bailey’s Center Plaza (Tarpon Bay & Periwinkle) Cost: $15 – $125. Learn more & purchase tickets here.
This year’s headliners: Elvin Bishop, Matt Schoenfield, & Marty Stokes. You are encouraged to bring your own chairs & please, no coolers. Enjoy a day of live blues & jazz in a relaxed, family-friendly environment. Sponsored by the Sanibel-Captiva Optimist Club.
Nov. 15 – Small Stage Symphonies: 5 p.m. – 7 p.m. BIG Arts – Schein Hall – Periwinkle Way
Cost: $5 (child & students) $39 (adults). Learn more & purchase tickets here.
Nov. 23 – Thanksgiving Day Dolphin Cruise: 4:30 p.m. – 6:30 p.m.
Cost: $29/person – Reservations Required – Adventures In Paradise
Bring your family & friends. Adventures In Paradise will bring the soft drinks & water!
After a day of feasting & family companionship, take your crew out on the local waters. Cruise the area watching the dolphins play and the birds soar overhead as they begin getting ready for their nightly roost. Watch a beautiful sunset from the comfort of one of Adventures In Paradise pontoon boats piloted by an experienced captain. It’s a trip everyone will be thankful they experienced & the perfect way to end the day.
Nov. 29 – Holiday Shopping After Hours: 5 p.m. – 7 p.m.
Cost: Free –Your shopping proceeds support conservation & education efforts at J.N. ‘Ding Darling National Wildlife Refuge.
Complimentary hors d’ oeuvres, drinks & gift wrapping. Spend $20 and receive a free gift. If you know someone who appreciates the “wildlife” things in life, this could be your best shopping spot. The store is full of nature-themed gifts for all ages. Stop in & do some shopping!
Luminary Festival
Child examining luminary
Dec. 1-2 Luminary Event: 5:30 p.m. – 9 p.m.
The 33rd Annual Sanibel-Captiva Luminary Event
Cost: Free & Open to the Public.
This Annual Event is the kick-off for the Holiday Season on the Islands. Enjoy Friday night on Sanibel & travel up to Captiva on Saturday night for their Luminary Event. It’s a great way to end your stay or a fun way to begin your island time. Lots of complimentary tidbits & beverages along the route!
Park at the main shopping centers on Periwinkle on Friday night. Stroll the mixed-use paths to take advantage of the many holiday delights that mark the Luminary Trail. Complimentary trolley rides will take you to the main Sanibel locations.
Until next month! Happy Thanksgiving & we’ll See you Soon!
Fran & The Island Vacations Staff
Fall is always the quietest time of the year on the islands. It’s also one of our best-kept secrets.
Businesses have been spruced up during the summer months, the sky becomes a cerulean blue, the humidity drops and the beach beckons with its offerings of shells and long, slow, intimate walks.
Over the past few years, we’ve had more and more people tell us they visited us during the fall or the holidays and fell in love with the islands and each other. They got engaged or decided to renew their vows. There is something about slowing down and spending time getting reacquainted on our beautiful island that leads to these romantic outcomes. We hope you decide to ignite or rekindle your relationship with us this fall.
Stop back next month to see what’s new at Island Vacations!
‘Ding Darling Days
Oct. 15-21
Activities for all!
‘Ding Darling Days has been a favorite pastime for residents and guests for years. This weeklong event is a wonderful experience and a great way to learn about the many aspects of the refuge and the benefits it provides to our human and wildlife community. The activities are varied with an eye to offering fun & educational experiences for all family members. Many are free. Be sure to check out the calendar of events.
If you love birding, don’t overlook Oct. 20th.
Tour on your own, or let the folks at Tarpon Bay Explorers take you on one of their informative trolley tours!
Thank you for voting us “The Best”
Each year our local paper, “The Island Reporter”, devotes two issues to asking residents and guests who they consider the best business providers in specific categories. Since 2015 Island Vacations has been pleased to have been nominated the best in several areas.
We thought you’d enjoy this brief video and we want to thank our owners for providing us with such wonderful properties to offer our guests. With all of us working together, we hope to continue being “The Best” for many years to come. THANK YOU!
Fall colors paint the Sanibel sky
Seashells, Sunsets, Sea Life, & Serenades
September is a special time on Sanibel Island. It’s perfect for couples, romance, and quiet times with friends.
The sky becomes a more vibrant shade of blue, the Sanibel summer crowd disappears and the warm breezes and the spectacular sunset are all the excuse you’ll need for a romantic evening beach stroll. If you’re lucky, you may come across turtle hatchlings as they emerge from their nests to begin a life at sea. Fall colors on the island are displayed in the sunsets. Toward the end of the month, Grammy award winning Country Music stars arrive in the area to serenade residents and guests. Many of the events are free and all are open to the public. Read on for more information.
Romantic Sanibel Island Beach Walks
It’s the perfect time to stroll the beach and discover the seashells that make Sanibel Island a world-famous destination. Each wave brings with it new and different treasures. Shelling is best at low tide, but who needs a reason to walk the beach? A walk by the shore is a wonderful way to spend some time and reconnect with your special someone or group of friends.
Strolling the beach, a perfect way to spend the day.
Sanibel Island is often thought of as a great family destination or seasonal rental location. Recently we are becoming a sought-out destination for couples looking for a romantic place to get engaged, tie the knot or renew their vows. Many people recall coming to Sanibel as a child and the happy memories call them back as an adult to recapture those memories and begin making their own.
Sanibel Island is a romantic place to pop-the-question or rekindle your romance.
On The Water
When the urge to get on the water hits, choose from kayaks, stand up paddleboards or motorized watercraft. We have protected waters to explore or you can head out to the Gulf. The bay side of the island will provide you with the most wildlife sightings. You’ll see manatees, all types of water birds, dolphins, and a large variety of fish. It’s a great way to explore Sanibel Island and Captiva Island. Get a different perspective of the islands from the water.
Head out for a day of exploring on the water
Sunsets
A favorite evening pastime is watching the sunset. You can do this from your screened-in lanai, if you are staying in one of our Sanibel Island beachfront rentals, or bring chairs to the beach and watch the sun sink into the Gulf. Each sunset is unique and is always an awe-inspiring way to end the day. Bring your favorite beverage to the beach and toast this evening event.
Create your own evening Sanibel sunset celebration.
Turtle Hatchlings
In the spring, sea turtles arrive on Sanibel’s beaches to dig their nests and lay their eggs. In September the hatchlings emerge from the nests and scurry to the sea to begin their lives. The turtles are the reason beachfront guests are asked to close their drapes, remove debris and fill in holes on the beach, and keep exterior lights shaded away from the beach at night. When the baby turtles hatch, they use the light of the moon and stars reflecting off the water as their guide back to the water. Lights from human activity confuse them. They travel in the wrong direction and the outcome can be fatal to them. If you are lucky, you may witness a nest hatch. Please watch from a distance. It’s an experience you won’t forget.
Turtle hatchlings on their way to the sea
Island Hopper Songwriter Festival
The weekend of September 22nd the Fourth Annual Island Hopper Songwriters Festival comes to Captiva Island. It moves to downtown Fort Myers during the week and finishes on Fort Myers Beach Sunday, October 1. Give Island Vacations a call. We have a limited number of properties that can accommodate the unusual stay schedule. Call early to before they are booked. These reservations must be made by phone – 1-800=451-7277. This gathering of Grammy Award Award-winning country music songwriters is a must see for country fans. Most shows are free. You just walk from venue to venue listening to these talented singer/songwriters and enjoy the stories they share that lead up to the song\’s creation! It’s becoming known as one of the best events in Southwest Florida.
Brian Sutherland performs at last year’s Island Hopper. Casual dress is a must!
Sanibel Island in September is a perfect destination for couples looking for a romantic getaway, a quiet, relaxing stay or time with friends. Wrap up your September stay with a weekend of award winning musicians. Visit us in September for a different type of Island Vacation experience.