COFFEE WITH CAPTIVA CHARACTER
3–5 min walkBoop’s
Espresso drinks, shaded picnic tables, and a little old-Florida charm beside The Bubble Room. A lovely choice for a leisurely start—and something sweet to share.
Opens daily at 8:30 AM
Explore Boop’s
AN ISLAND
CAPTIVA ATTITUDES · YOUR ISLAND HOME BASE
Beach days. Village nights.
A little more time together.
Start with the beach, follow your curiosity, and leave room for a pool afternoon. Use this guide to plan a Captiva stay that works for your whole group—from the family trip organizer to the person who simply wants a shady chair.
Your home base: Captiva Attitudes · 5 bedrooms · 5.5 bathrooms · up to 14 guests
Check live availability ↗Captiva Attitudes is in the heart of Captiva Village, with the beach, dining and island browsing close by.
YOUR ISLAND NEIGHBORHOOD
Build your days around the beach, village restaurants and relaxed island exploring.
Lee shares the home’s address and arrival directions privately with booked guests.
Use the general village map link to plan your exploring. Walking conditions and public access vary.
Explore the village on a map ↗Less than a 2-minute walk from the villa, based on the owners’ experience. Head toward the beach end of Andy Rosse Lane; ask Lee to show you the guest beach-access route on arrival.
Find The Mucky Duck ↗Keylime Bistro, RC Otter’s and village shops make it easy to build a day around short outings rather than repeated car trips.

Take a stroll to nearby Jensen’s Marina for a chance to spot manatees. Watching these gentle animals has become a favorite vacation memory for many of our guests. If they aren’t there on your first visit, keep trying—stop by another day during your stay. Sightings aren’t guaranteed: these are wild animals, and every visit is different. Respect marina access, watch from a distance, and never feed or touch wildlife.
Find Jensen’s Marina ↗COFFEE & A LITTLE ISLAND WANDERING
Take the slow way into your day. Pick up a coffee close to the villa, settle in at a shaded table, or stretch your legs with a longer village walk.
COFFEE WITH CAPTIVA CHARACTER
3–5 min walkEspresso drinks, shaded picnic tables, and a little old-Florida charm beside The Bubble Room. A lovely choice for a leisurely start—and something sweet to share.
Opens daily at 8:30 AM
Explore Boop’s ↗YOUR CLOSEST COFFEE STOP
1–3 min walkA small coffee shop right on Andy Rosse Lane, serving Seattle’s Best Coffee. Pick up a cup, browse the island gifts, and make a beach stroll part of your morning.
Opens daily at 7:30 AM
Discover Latte Da ↗FOR THE EARLY RISERS
8–12 min walkYour familiar morning order, with a little more time to wander. Find it at The Shops at South Seas; this café is open to the public, including guests staying outside the resort.
Opens daily at 6:30 AM
See South Seas café details ↗COFFEE & SOMETHING FOR LATER
2–4 min walkA later-morning stop for the coffee bar, fresh baked goods, and a few breakfast supplies. Bring a little something back to the villa for everyone waking up at their own pace.
Opens daily at 9:00 AM
Visit The Island Store ↗Make a morning of it. For coffee and a sit-down breakfast nearby, RC Otter’s Island Eats serves breakfast from 8–11 AM.
Walks are approximate from the villa. Follow each café’s link for current hours.
Pack your personal essentials. Much of the bulky beach gear is already waiting at the villa.
ALREADY AT THE VILLA
Beach chairs, umbrellas, towels, a beach cart, cooler and beach toys are supplied. Check with Lee about the current equipment before purchasing extras.
Explore the villa ↗A SLOW MORNING

Enjoy a beach walk and look for empty shells. Leave live shells and wildlife where you find them; if you are unsure whether a shell is occupied, leave it on the beach.
Shelling information ↗YOUR DAY BAG
Pack sunscreen, hats, water bottles, swimwear and your preferred beach footwear. Bring any child-specific flotation equipment you need. Check conditions before entering the water.
A simple rhythm: beach in the morning, lunch and a break at the villa, then return for the evening light when conditions allow.
Pull up a chair.
Easygoing village meals, seafood by the Gulf, and a little key lime pie.
BEACHSIDE · CAPTIVA
Make a plan for seafood and a Gulf sunset at this beachfront Captiva gathering spot.
Explore dining ↗https://www.muckyduck.com/VILLAGE DINING · CAPTIVA
A relaxed family option in Old Captiva Village, with indoor and outdoor dining and live music.
See menus & details ↗https://rcotterscaptiva.com/ANDY ROSSE LANE · CAPTIVA
Breakfast, lunch, or dinner in the village. Save a little room for their key lime pie.
Explore the bistro ↗https://keylimebistrocaptiva.com/CAPTIVA CLASSIC
Colorful rooms, vintage memorabilia and layered cakes make this a memorable change of scene for the family. Check the current menu and dining arrangements.
Explore The Bubble Room ↗WATERFRONT DINING
Consider a waterfront lunch or dinner overlooking the bay. Check the restaurant’s current menus and arrangements for your group.
Explore The Green Flash ↗STAY IN & GATHER
Cook together in the gourmet kitchen, or take dinner outside to the poolside bar, grill and pizza oven. An evening at home can be part of the vacation.
Explore villa dining ↗Make a day of it.
Choose your own pace, from a village golf cart to a day exploring the bays.
ANDY ROSSE LANE · CAPTIVA
Browse golf carts, bikes, paddleboards, and beach rentals, or explore their watersports experiences.
Browse rentals ↗https://yolowatersports.com/rentals/JENSEN’S MARINA · CAPTIVA
Explore boat and kayak rentals, fishing guides, and island tours from this historic Captiva marina.
Explore marina options ↗https://jensensmarina.com/charters/TWEEN WATERS · CAPTIVA
Plan a half-day or full-day boat rental from Tween Waters Inn & Marina. Review boating experience and age requirements before booking.
See boats & requirements ↗https://captivawatersports.com/rentals/Follow your curiosity.
Choose a village stroll, a nature adventure or a Sanibel day out. Start with one highlight and leave room to linger.
SHOP LOCAL · CAPTIVA
Make Tuesday morning part of your island routine. Browse fresh produce, seafood, baked goods, flowers, and local finds—then bring something delicious back to the villa for a relaxed meal together.
Tuesdays · 9 a.m.–1 p.m. · In season
South Seas entrance
5400 Plantation Road, Captiva
Open to all visitors and residents.
Check the organizer’s schedule before heading out.
CAPTIVA · HISTORY
Follow the Historical Society’s self-guided landmark walk, then explore island stories inside the Santiva mailboat replica at the History Gallery. The gallery is available during library operating hours.
Explore Captiva’s history ↗https://www.captivaislandhistoricalsociety.org/experience-our-history/walking-toursCAPTIVA · A QUIET STOP
Make a peaceful stop at this historic island chapel as part of a village stroll. Check the chapel’s calendar for seasonal services and visiting information.
Visit the chapel website ↗https://www.captivachapel.com/CAPTIVA · ART & BROWSING
Browse a colorful collection of wildlife art, sculpture, glass and jewelry on Andy Rosse Lane. An easy change of pace between beach time and a village meal; confirm current opening hours.
Discover the gallery ↗https://www.jungledrumsgallery.com/DEPARTS FROM CAPTIVA
Browse dolphin and wildlife cruises, sunset trips, and island excursions. Check the departure marina for your chosen trip.
Choose a cruise ↗https://captivacruises.com/cruises/SANIBEL OUTING
Explore mangrove habitat and birdlife on Sanibel. The Wildlife Drive and Visitor and Education Center are closed Fridays. Check the official visitor information before setting out.
Plan a refuge visit ↗https://www.fws.gov/refuge/jn-ding-darling/visit-usSANIBEL · HANDS-ON FAMILY FUN
Turn beach curiosity into a marine-science adventure. Explore half-day courses, camps and customizable family experiences; check ages, schedules and registration with the school.
Find an ocean adventure ↗https://sanibelseaschool.org/programs/SANIBEL · NATURE & GARDENS
Enjoy native landscaping and a relaxed nature walk along the Shipley Trail. Pair it with birdwatching on the connecting trails. The historic house is generally closed except for special events; check current trail conditions.
Explore SCCF’s public trails ↗https://sccf.org/what-we-do/preserve-the-land/public-trails/SANIBEL · GO AT YOUR OWN PACE
Plan a ride on Sanibel’s extensive network of separated paths, with stops for beach views, browsing or lunch. Choose a route for your group’s ability and arrange suitable bikes locally for a Sanibel outing.
Plan a Sanibel ride ↗https://www.mysanibel.com/318/Bike-Hike-on-the-Shared-Use-PathSANIBEL OUTING
Step into Sanibel’s past through historic island buildings and stories of the people who called it home. A relaxed change of pace from beach days and boat trips. Check seasonal opening hours before visiting.
Plan a village visit ↗https://sanibelmuseum.org/visit/SANIBEL · BEACH & LANDMARKS
Explore the beach and nature trails around Sanibel’s iconic lighthouse. The lighthouse is viewed from outside; it is not open for tours. Check the city’s page for parking, access and current facility notices.
Plan a lighthouse visit ↗https://www.mysanibel.com/543/Lighthouse-Beach-Park-InformationSANIBEL · ARTS & CULTURE
Browse the galleries or plan an evening around a performance. Creative guests can explore the seasonal class and workshop schedule. Check the calendar for your travel dates and book ticketed events ahead.
See what’s on at BIG ARTS ↗https://bigarts.org/Plan one shared highlight, then let everyone choose their own pace.
KIDS & TEENS
Beach toys and pool time by day; a game room with TV, bean bags, foosball and basketball for evenings back at the villa. Adults should supervise children around the pool.
See family amenities ↗GROWN-UP ISLAND TIME
Gather at the covered outdoor bar, put dinner on the grill, or make a family pizza night. The gourmet kitchen and outdoor TV give the group reasons to stay in.
Explore outdoor living ↗TRAVEL TOGETHER
Five bedrooms with ensuite bathrooms let the group gather and enjoy privacy. Four bikes are supplied: two adult and two children’s bikes. Ask Lee about fit, helmets and suitable local routes.
Explore your home base ↗For guests with mobility needs: an elevator serves the home, but beach access and outings have different surfaces and steps. Discuss your specific requirements with Lee before booking; elevator availability alone does not establish full accessibility.


A flexible starting point—not a timetable. Swap days around weather, opening schedules and your group’s energy.
Unpack groceries, choose rooms, and enjoy an easy first meal at the villa.
Take the beach cart out, leave the afternoon open for the pool, and plan a village dinner.
Choose a cruise, fishing charter or paddling outing with the operator; confirm the departure point and requirements.
Enjoy the pool and game room, then gather for a grill or pizza night. Visit the seasonal farmers market if its schedule matches your stay.
Choose the wildlife refuge or historical village in this guide. Check opening days before leaving.
Another beach morning, an optional outing, or a relaxed kitchen breakfast followed by a sunset stroll.
Leave time to pack, check the home’s departure instructions, and plan your journey onward.
Bring your favorite people. We’ll supply the space to gather.
Find your island week ↗Keep the practical details simple so the vacation can start sooner.
GETTING HERE
Compare flights into Southwest Florida International Airport (RSW) with your group’s needs. Arrange a rental car or transfer in advance, and allow for traffic rather than relying on a fixed drive time.
RSW airport information ↗STOCK THE KITCHEN
Plan groceries before arrival, especially breakfast, snacks and an easy first dinner. Ask Lee about current shopping and delivery options. Two refrigerators help when stocking up for a larger group.
HELPFUL TO KNOW
Driveway parking accommodates up to four cars. The former garage is the kids’ game area. Standard check-in is 4 p.m.; check-out is 10 a.m. Confirm your reservation’s instructions with Lee.
Ask Lee a question ↗