Santa Rosa Beach Vacation Rentals

South Walton is launching its inaugural SOWAL Jazz Fest, a three-night celebration of world-class music and community connection, from November 6–8, 2025. The festival will transform 30A’s venues into intimate jazz clubs, offering performances that benefit the non-profit SOWAL Foundation. Audiences can choose from two evening showtimes—6 p.m. and 8 p.m.—at every venue. Each ticket grants access to a specific performance, allowing guests to design their own festival journey. Tickets start at $50, and every guest is guaranteed a seat, whether selecting VIP Reserved Seating or General Admission Seating. Featured Performances: Frank Sinatra Tribute – Josh Sirten and The Velvet Jazz Quartet will perform at SOWAL House on Thursday and Friday nights. Billie Holiday Tribute – Sheila Ford with The Velvet Jazz Quartet will perform at SOWAL House on Saturday night. Amy Winehouse Tribute – Teresa Lombardi and The Midnight Muses Quartet will perform at Distillery 98 all three nights. The Quiet Storm – Jazz legends Bobbie Storm, Wayne Mitchum, and Jimmy Ward will deliver coastal jazz and Southern soul at Black Bear’s Bar Room all three nights. Venues: SOWAL House – A cultural hub renowned for its intimate, world-class performances. Distillery 98 – A lively blend of craft cocktails, local art, and insider distillery experiences. Black Bear’s Bar Room – A cozy Grayton Beach hideaway, perfectly suited for soulful, up-close jazz.

The library invites individuals to join them on Fridays to experience art with fellow artists. Participants can bring their own art, share ideas, and engage in artistic camaraderie. Meetings may be subject to change due to holidays or scheduling adjustments. For more information, please call the library.

The NAS Pensacola Blue Angels Homecoming Air Show is scheduled for November 7 and 8, 2025. Gates will open at 8 AM, and the show will commence at 9:30 AM. The Blue Angels will conclude their season at Pensacola Beach, with various aerobatic and stunt pilots also performing. General admission to the air show is complimentary, and guests are encouraged to bring their own portable lawn chairs or blankets. Several options are available for guests who prefer to reserve or purchase seating. Updates on the weekend's events, tickets, parking, and photos will be available.

The event features brewery tours.

A Tween and Teen E-Sports (Electronic) League plays Smash Brothers electronically on Fridays from 3:30 to 4:30. Older elementary to high school students are invited to drop in anytime to meet new friends. Attendees are expected to share playing time and assist other players when asked. Deanna can be contacted at Coastal Library at 850-267-2809.

Wild Olives hosts Fine Wine Friday every Friday from 4 to 6 PM. Guests can enjoy an afternoon of wine tastings and perfectly paired charcuterie. The event includes five unique wines and a personal charcuterie board for $35 per person. It is described as the perfect start to the weekend and the ultimate girls’ night out.

South Walton is launching its first SOWAL Jazz Fest, a three-night music and community event from November 6–8, 2025. The festival will turn several 30A venues into jazz clubs, with performances benefiting the SOWAL Foundation. Attendees can choose from 6 p.m. and 8 p.m. showtimes at each venue. Tickets, starting at $50, guarantee a seat, with options for VIP Reserved Seating or General Admission. Featured Performances include: * A Frank Sinatra Tribute by Josh Sirten and The Velvet Jazz Quartet at SOWAL House on Thursday and Friday nights. * A Billie Holiday Tribute by Sheila Ford with The Velvet Jazz Quartet at SOWAL House on Saturday night. * An Amy Winehouse Tribute by Teresa Lombardi and The Midnight Muses Quartet at Distillery 98 all three nights. * The Quiet Storm, featuring Bobbie Storm, Wayne Mitchum, and Jimmy Ward, performing coastal jazz and Southern soul at Black Bear’s Bar Room all three nights.The venues are: * SOWAL House, a cultural center known for its intimate performances. * Distillery 98, offering craft cocktails, local art, and distillery tours. * Black Bear’s Bar Room, a cozy Grayton Beach spot for soulful jazz.

Redd performs on Tuesdays, Thursdays, and Saturdays. Dirty Bingo takes place on Wednesdays, and live music is featured on Fridays. The specific artists for the month are Ronnie McBrayer on the 7th, Ed Wrann on the 14th, Hope Given on the 21st, and Max McCann on the 28th. For Thanksgiving, the location will be open from 6 PM to 10 PM for drinks.

Live music can be enjoyed under the stars on the rooftop at Ara Rooftop Pool & Lounge every Friday and Saturday night from 7:30 PM to 10:30 PM.

South Walton is set to host its first SOWAL Jazz Fest, a three-night music and community event taking place from November 6–8, 2025. The festival will convert several 30A locations into jazz clubs, providing performances that support the non-profit SOWAL Foundation. Attendees can choose between two evening showtimes, 6 p.m. and 8 p.m., at each venue. Each ticket grants entry to a specific performance, allowing guests to customize their festival experience. With tickets starting at $50, a seat is guaranteed, whether selecting VIP Reserved Seating or General Admission Seating. Featured performances include a Frank Sinatra Tribute by Josh Sirten and The Velvet Jazz Quartet at SOWAL House on Thursday and Friday nights. Sheila Ford with The Velvet Jazz Quartet will present a Billie Holiday Tribute at SOWAL House on Saturday night. Teresa Lombardi and The Midnight Muses Quartet will perform an Amy Winehouse Tribute at Distillery 98 all three nights. Additionally, jazz legends Bobbie Storm, Wayne Mitchum, and Jimmy Ward, known as The Quiet Storm, will deliver coastal jazz and Southern soul at Black Bear’s Bar Room throughout the three nights. The venues for the festival are SOWAL House, a cultural center known for its intimate performances; Distillery 98, which offers craft cocktails, local art, and distillery experiences; and Black Bear’s Bar Room, a cozy Grayton Beach spot ideal for soulful jazz.

Down Island hosts late-night live music every Friday from 10 p.m. to 1 a.m., featuring different bands each week. They also offer "HIPPIE HOUR" with drink specials from 10 p.m. to 2 a.m., and late-night bites until 12 a.m.

Hotel guests can begin their Saturday and Sunday mornings with a complimentary Pilates-barre fusion class on the rooftop by the pool. From 8–9 a.m., certified instructor Riann leads a mindful flow of breathwork, assisted stretching, and functional movement. This all-levels class is designed to strengthen, balance, and uplift, leaving participants feeling centered, empowered, and refreshed.

A pet adoption event is scheduled for November 8. Attendees can meet sweet and loving dogs and cats who are looking for their forever homes. The event team will be present to help guests find a pet that matches their lifestyle and to answer any questions. Families are encouraged to attend, spend time with the animals, and potentially go home with a new best friend.

The NAS Pensacola Blue Angels Homecoming Air Show is scheduled for November 7 and 8, 2025. Gates will open at 8 AM, with the show commencing at 9:30 AM. The Blue Angels will conclude their season at Pensacola Beach, featuring performances by several aerobatic and stunt pilots. General admission to the air show is free, and attendees are encouraged to bring their own portable lawn chairs or blankets. For those who wish to reserve or purchase seating, various options are available. The website should be checked for the event schedule and tickets. For updates on the weekend's events, tickets, parking, photos, and more, individuals should follow the NAS Pensacola Blue Angels Homecoming Air Show on Facebook.

The restaurant offers brunch every Saturday and Sunday from 11 am to 2 pm. During brunch, guests can enjoy $5 Bloody Marys, $5 Mimosas, $5 Beach Camp Beers, and various food specials.

Excitement is in the air for an extraordinary community event. BeGenerous invites everyone to its 8th annual fundraising event. Attendees can enjoy an elegantly catered dinner, vision casting, live worship, heartfelt testimonies, and live and silent auctions. Each registration helps fulfill the organization's assignment to create a set-apart community. BeGenerous appreciates their partners' invaluable support for their mission.

The inaugural SOWAL Jazz Fest is set to launch this fall, offering a three-night celebration of world-class music and community connection from November 6–8, 2025. The festival will transform various venues in 30A into intimate jazz clubs, with all performances benefiting the non-profit SOWAL Foundation. Attendees can choose from two evening showtimes—6 p.m. and 8 p.m.—at each venue. Each ticket provides access to a specific performance, allowing guests to customize their festival experience. Tickets start at $50, guaranteeing every guest a seat, whether they opt for VIP Reserved Seating or General Admission Seating. Featured performances include a Frank Sinatra Tribute by Josh Sirten and The Velvet Jazz Quartet at SOWAL House on Thursday and Friday nights. Sheila Ford with The Velvet Jazz Quartet will present a Billie Holiday Tribute at SOWAL House on Saturday night. Teresa Lombardi and The Midnight Muses Quartet will channel Amy Winehouse's music at Distillery 98 all three nights. Additionally, jazz legends Bobbie Storm, Wayne Mitchum, and Jimmy Ward, known as The Quiet Storm, will deliver coastal jazz and Southern soul at Black Bear’s Bar Room throughout the three nights. The venues for the festival are SOWAL House, a cultural hub known for its intimate performances; Distillery 98, which offers craft cocktails, local art, and distillery experiences; and Black Bear’s Bar Room, a cozy Grayton Beach hideaway ideal for soulful jazz.

The Reid Murphy Quartet is set to perform live at Wild Olives as part of the SOWAL Jazz Fest. This event is highlighted as a standout night of the festival, offering an intimate venue, fantastic music, and unique local vibes. Attendees can anticipate tight and expressive quartet performances, smooth tunes in a cozy setting, and an opportunity to connect with fellow jazz enthusiasts and local music fans. The event will also feature great drinks and good food for a memorable night under the stars. Whether one is a seasoned jazz fan or new to the genre, arriving early is recommended to secure a prime seat and fully experience the atmosphere. Details and ticket information can be found on the SOWAL Jazz Fest "Shows by Date" page. These shows tend to fill up quickly, so early arrival is advised.

Redd's dinner show features singing performances every Tuesday, Thursday, and Saturday.

Live music can be enjoyed under the stars on the rooftop at Ara Rooftop Pool & Lounge every Friday and Saturday night from 7:30 PM to 10:30 PM.

South Walton will launch its inaugural SOWAL Jazz Fest, a three-night celebration of world-class music and community connection, this fall from November 6–8, 2025. The festival will transform some of 30A’s most beloved venues into intimate jazz clubs, offering unforgettable performances that benefit the non-profit SOWAL Foundation. Attendees can choose from two evening showtimes—6 p.m. and 8 p.m.—at every venue. Each ticket grants access to a specific performance, allowing guests to design their own festival journey. With tickets starting at just $50, every guest is guaranteed a seat, whether selecting VIP Reserved Seating or General Admission Seating. Featured Performances include a Frank Sinatra Tribute by Josh Sirten and The Velvet Jazz Quartet at SOWAL House on Thursday and Friday nights. Sheila Ford with The Velvet Jazz Quartet will perform a Billie Holiday Tribute at SOWAL House on Saturday night. Teresa Lombardi and The Midnight Muses Quartet will present an Amy Winehouse Tribute at Distillery 98 all three nights. The Quiet Storm, featuring jazz legends Bobbie Storm, Wayne Mitchum, and Jimmy Ward, will deliver coastal jazz and Southern soul at Black Bear’s Bar Room, all three nights. The venues are SOWAL House, a cultural hub known for its intimate, world-class performances; Distillery 98, offering a lively blend of craft cocktails, local art, and insider distillery experiences; and Black Bear’s Bar Room, a cozy Grayton Beach hideaway perfectly suited for soulful, up-close jazz.

The Reid Murphy Quartet is set to perform live at Wild Olives as part of the SOWAL Jazz Fest. This event promises an evening of soulful jazz in an intimate venue, offering fantastic music and a unique local vibe. Attendees can anticipate tight, expressive quartet performances and smooth tunes in a cozy setting, providing a chance to connect with fellow jazz enthusiasts and local music fans. The night will also feature great drinks, good food, and a memorable atmosphere under the stars. Whether one is a long-time jazz fan or new to the genre, arriving early is recommended to secure a prime seat and soak in the atmosphere, as these shows tend to fill up quickly. Details and tickets can be found on the SOWAL Jazz Fest "Shows by Date" page.

Guests can start their Saturday and Sunday mornings with a complimentary Pilates-barre fusion class on the rooftop by the pool. From 8–9 a.m., certified instructor Riann leads a mindful flow of breathwork, assisted stretching, and functional movement. This all-levels class is designed to strengthen, balance, and uplift participants, leaving them feeling centered, empowered, and refreshed.

Attendees are invited to a perfect Sunday featuring delicious brunch and live music by Robbie Paytner. Guests can enjoy signature dishes and refreshing drinks while listening to great tunes. The event offers brunch, brews, and live beats.

The restaurant offers brunch every Saturday and Sunday from 11 am to 2 pm. During brunch, they feature $5 Bloody Marys, $5 Mimosas, $5 Beach Camp Beers, and various food specials.

The first annual Holiday Shopping Stroll at Greenway Station 30A will be held on Sunday, November 9, from 12 PM to 6 PM. Visitors can explore local favorites, including YOLO, Free People, Pecan Jacks, Salty Butcher, Local Cantina, Naples Soap, Turbo Coffee, Linen & Sand, Coast Hippie, and Wild Olives. Santa Claus is also expected to make an appearance. Shops and restaurants will offer special deals, outdoor setups, and seasonal treats. The event is located across the street from Clay Garden, with free parking available at Greenway Station 30A.

Papa Surf offers a full month of activities including live music, positive atmosphere, and enjoyable dining. The events range from Sunday Strings featuring the Black Creek String Band and local favorites like Jared Herzog and Stevie Monce, to Friday night residencies with the Dion Jones Trio, Boukou Groove, and Lips Manly. Additionally, the venue hosts Trivia and Karaoke every week. Guests are encouraged to gather their group, bring their appetite, and join for another month of sunsets, music, and fun by the surf.

Sunday Pickin’ at The Bay with Mike Whitty and Friends is an event held every Sunday from 4-8 PM. Mike Whitty invites different musicians to perform each week. The lineup for the upcoming Sunday is posted by Saturday on The Bay’s social media pages.

Papa Surf offers a full month of entertainment, featuring live music, good vibes, and tasty nights. Events include Sunday Strings with the Black Creek String Band, performances by local favorites like Jared Herzog and Stevie Monce, and Friday night residencies with the Dion Jones Trio, Boukou Groove, and Lips Manly. Additionally, Trivia and Karaoke are available every week. Guests are encouraged to gather their group, bring their appetite, and enjoy another month of sunsets, sound, and surf-side fun.

Zumba Gold with certified instructor Lily Hubbard invites individuals to join her community-based class, held on Mondays at 10:30 AM in the meeting space at Coastal Library. Class size is limited and operates on a first-come, first-served basis. Participants are encouraged to move at their own pace and enjoy an active dance party workout. Please note that this event may be subject to changes due to holidays and the school calendar. Those interested in learning more about the event can contact Linda at the Coastal library.

The Imagination Explorers book club, led by Ms. Julie, meets every second Monday from 3:30 to 4:30 PM in the children's library room, starting on March 10th. Children in grades K-4 are encouraged to join as they discover new and classic books. No registration is required, and the book club's schedule aligns with the library calendar and open library days.

A wing night special is available, offering half off the establishment's renowned smoked wings.

The event is Trivia Night, scheduled from 6:30 PM to 8:30 PM.

Music, movement, and more toddler time with Ms. Deanna and Ms. Shirles is held on Tuesdays at 10:00 am at the Coastal Branch Library. The event may be subject to change following library holiday closures and staffing adjustments. Call Coastal Library to confirm the event.

Taco Tuesday features all-day specials on margaritas and tacos.

Chess with Mr. Owens is an event held every Tuesday at 3:30 pm at the Coastal Branch Library. The event welcomes people of all ages and skill levels, offering attendees the opportunity to learn about chess openings, endings, and special moves. Interested individuals can call (850) 267-2809 for more information.

Guests are invited to attend Karaoke Night, which will begin at 6 PM.

Redd Sings Dinner Show is scheduled for every Tuesday, Thursday, and Saturday.

Kids Yoga is being offered in the garden area of Coastal Library as part of "In the Garden." Ms. Sierra, who is certified in yoga, level 1 forest school, and Wilderness First Aid, and holds a Bachelor's in physical education and health, leads the sessions. Participants can join Ms. Sierra on Wednesdays at 9:30 am for activities including story time, guided nature play, child-led learning, art, sensory exploration, movement, and yoga, with a focus on connecting with the earth and each other. Attendees are asked to bring a mat.

Customers who bring their dogs can enjoy happy hour pricing all day on the patio and beer garden.

Lego Club meets every Wednesday from 3:30 PM to 4:30 PM in the community meeting room. Participants are invited to build their own designs and meet new friends.

Attendees are invited to gather around the bonfires from 5-8 PM for an evening of warmth and good spirits. They can enjoy food and drinks in a beachside setting. The event will also feature live music by The Sunshine Wranglers, providing a perfect opportunity for guests to relax and enjoy the evening.

The company invites guests to join them for a promotion where children eat for free after 5PM.

Steve’s Music Bingo is held every Wednesday from 6–9 PM at Wild Olives. The event is free to play, offers prizes for the winners, and encourages guests to gather their friends, enjoy wine and bites, and sing along. Wild Olives is located in Greenway Station 30A.

Orders start at 6 PM CST, with service beginning at 7 PM CST, and are offered on a first-come, first-serve basis. Chef Joyce's renowned paella recipe was developed while she was in Spain, and she has refined it over time to incorporate a local panhandle flavor. Her substitution of chorizo for plain sausage adds a spicy kick, making the dish quite flavorful. North Beach Social customers can place their paella orders at the counter, as usual, and receive a ticket, allowing them to collect their plates at the paella stand when service commences. Farm & Fire customers have the option to order at their table or the bar, with the paella then being delivered to their table.

Every Wednesday at Down Island, guests can participate in FREE trivia, hosted by Super Good Trivia. Participants have the opportunity to win Down Island gift cards. This is a family-friendly event featuring general trivia and music questions.

A bingo event with an adult theme is held on Wednesdays.

Generate is a dynamic leads group for local professionals in the Walton area looking to build stronger connections, gain quality referrals, and grow their businesses. The group is designed to help members create real relationships that lead to real results. They meet every other month for a casual but focused space of coffee, conversation, and connection, where business cards can turn into opportunities. Attendees can expect a welcoming environment for purposeful networking, a Coffee Card Exchange to share what they do and connect with other motivated members, and a chance to learn, refer, and grow alongside other Chamber members. If professionals are ready to energize their networking and expand their reach, Generate is the group for them. They are encouraged to come for the coffee and stay for the connections to generate success together.

The Coastal Branch Library invites children, friends, and families to Preschool Story Time every Thursday morning starting at 10:00 am. The session includes stories, songs, crafts, and social time. Following the stories, from 11:00 am until noon, parents and caretakers can socialize while the children explore various styles of blocks, connecting magnet blocks, and code and go robots. Registration is not required.

The library offers a Game Day for adults every Thursday from Noon until 4:00 pm. Community members are invited to bring in their own card table games to share. The library's meeting space is available for family-friendly games that individuals bring in for others who are interested in playing or learning a new game. Interested parties should call the library for more information.

It is not one's grandmother's bingo. Participants can join the event every Thursday for Bingo with a view. They can enjoy free games, tasty cocktails, delicious bites, and breathtaking rooftop vibes. Winners receive prizes each round, so attendees should bring friends, press their luck, and shout Bingo under the evening sky.

A fun-filled evening awaits guests at Beach Camp Brewpub's Trivia Night, starting at 6 PM. Attendees are encouraged to bring their friends to test their knowledge, enjoy good food, cold drinks, and great company. Whether guests are trivia pros or simply looking for a laugh, it is the perfect way to spend an evening by the beach.

One can catch Blues Old Stand Trio at 6PM.

A dinner show featuring Redd performs every Tuesday, Thursday, and Saturday.

Attendees are invited to join an art meeting every Friday to experience the joy of art with fellow artists. Participants are encouraged to bring their own art and share ideas, fostering artistic camaraderie. Please note that meeting times may be subject to change due to holidays or scheduling conflicts.

The event being promoted is for brewery tours.

An E-Sports (Electronic) League for tweens and teens, featuring Smash Brothers, is held on Fridays from 3:30 PM to 4:30 PM. Older elementary school students through high school students are invited to drop in anytime during the session to meet new friends. Attendees are expected to share playing time and assist other players when asked. Interested individuals can contact Deanna at the Coastal Library by calling 850-267-2809.

Wild Olives hosts Fine Wine Friday every Friday from 4–6 PM. Attendees can unwind with an afternoon of wine tastings and perfectly paired charcuterie. Guests can enjoy five unique wines with their own personal charcuterie board for $35 per person. The event is described as the perfect start to the weekend and the ultimate girls’ night out.

The venue features Redd singing on Tuesdays, Thursdays, and Saturdays, with Dirty Bingo on Wednesdays, and live music on Fridays. The schedule includes Ronnie McBrayer on the 7th, Ed Wrann on the 14th, Hope Given on the 21st, and Max McCann on the 28th. For Thanksgiving, the establishment is open from 6 PM to 10 PM for drinks.

Down Island hosts late-night live music every Friday. Music is played from 10 pm to 1 am, with rotating bands weekly. Drink specials are offered during HIPPIE HOUR from 10 pm to 2 am. Late-night bites are available until 12 am.

Start the weekend with a complimentary Pilates-barre fusion class on the rooftop by the pool, available exclusively to hotel guests. Certified instructor Riann leads the 8–9 a.m. class, which includes mindful flow, breathwork, assisted stretching, and functional movement to strengthen, balance, and uplift attendees. This all-levels class is designed to leave participants feeling centered, empowered, and refreshed.

The Guns & Hoses Charity Softball Tournament, hosted by South Walton Firefighters Local 3516, is scheduled for November 15 at 9 a.m. at the Freeport Sports Complex. This friendly competition between local first responders is focused on community spirit, teamwork, and giving back, with all proceeds supporting local charities. Attendees can enjoy a day of softball, food, raffle prizes, and fun for all ages while cheering on the teams. The event details confirm the location, date, and time, and note that food and raffle items will be available. Those interested in entering a team or donating raffle items should contact Local-3516 President Josh Pitts via email or phone at 850-260-2973.

A peer support group is available for breast cancer patients and survivors. It meets on the third Saturday of each month from 9:00 AM to 11:00 AM at the Walton County Coastal Branch Library, with a Zoom option also provided. The Fore Her Breast Cancer Support Group was established a year ago by founder Amy Walsh to offer a setting for women to discuss their fears, experiences, concerns, and needs while the organization provides resources. The group welcomes anyone affected by breast cancer. Ms. Walsh initially expressed the goal of bringing patients and survivors together to share their experiences, offer advice, listen, and learn about local resources that offer help and hope. The group continues to convene at 9:00 AM on the third Saturday of every month at the Coastal Branch Library in Santa Rosa Beach. Attendees are provided with resource pamphlets and books, including autobiographic and self-help/inspirational titles, free of charge. Breast cancer patients share their diagnoses with a supportive audience, and various treatments—ranging from surgery and radiation to chemotherapy and long-term medications—are discussed. The meetings are characterized by shared hugs and tears as supportive friendships are formed.

A brunch is held every Saturday and Sunday from 11 a.m. to 2 p.m. Specials include $5 Bloody Mary’s, $5 Mimosas, $5 Beach Camp Beers, and food specials.

Redd's Dinner Show occurs every Tuesday, Thursday, and Saturday.

A complimentary Pilates-barre fusion class is available exclusively to hotel guests on Saturday and Sunday mornings from 8–9 a.m. The class is held on the rooftop by the pool and led by certified instructor Riann. Attendees can expect a mindful flow of breathwork, assisted stretching, and functional movement to strengthen, balance, and uplift. This all-levels class aims to leave participants feeling centered, empowered, and refreshed.

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.