Matlacha Adventure | Find Out More About Our Adventures




  • 6 months of interest-free payments when using PayPal Credit
  • Custom packages are available for groups
  • Room upgrades available on a limited basis upon request 

Contact us for more information: 1-800-598-9853

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  • ALL accommodations:
    • Two nights at Pink Shell Resort on Fort Myers Beach, FL
    • One night on the island of Captiva at the South Seas Island Resort
    • Four nights at Tarpon Lodge on Pine Island 
  • ALL transportation (while on tour)
  • 15 delicious meals! 
  • 2 on-site guide extraordinaires! 
  • ALL entrance fees, porterage, and entertainment fees
  • And much more!


  • Traveling from Fort Myers Beach and the islands of Southwest Florida to Pine Island.
  • Canoe down an oak-draped creek to a Victorian village with a strange past.
  • Relax by the pool, on the beach or your new favorite dive bar. 
  • Explore the history of small town-by-the-sea culture and the fruits that bloom from this laid-back lifestyle.
  • Cruise along the sunset in search of a "Cheeseburger In Paradise"
  • Be inspired with a stroll thru the local artisan community of Matlacha, savoring the sights and sounds of live musicians, fishermen and visitors enjoying the day.
  • Some great surprises along the way!

Limited Availability


Phone: 1-800-598-9853

Some Moonlit Bay Matlacha Getaway

[Meal codes are B=Breakfast, L=Lunch, D=Dinner]

Some Moonlit Bay Matlacha Getaway Day 1 Day 1: Once we cross this very tall bridge, it’s time to get the party started!

Geography may have saved one of the most original and scenic out-islands in Florida. You see, in order to get onto Pine Island, you have to cross a little bridge in Matlacha. Matlacha, a tiny fishing town crowds the bridge on both sides making expansion nearly impossible. This quirk of geography renders Matlacha and Pine Island as places much like Key West before Key West was discovered. On this island adventure, we will reveal it for you in a way you will never forget.

Since this ‘getaway’ is about unwinding and exploring, our first night on bustling Fort Myers Beach should offer one of the higher adrenaline bursts of the trip.

Check into the Pink Shell Beach Resort and let’s head out for a night of fun and camaraderie at Nervous Nellie’s (The place used to just be called Nellie’s until we told them we were bringing you there).

Afterwards, Fort Myers Beach’s Times Square, framed by the island’s fishing pier, is ours to explore. [D]

Some Moonlit Bay Matlacha Getaway Day 2 Day 2: Today we learn about Cellular Cosmogony & the function of a rectilineator…

What if I told you that we were heading for an oak-shrouded, densely tropical river where we will board canoes in search of an isolated, now–uninhabited, Victorian religious colony which practiced bizarre rituals? Well, you won’t be able to say I didn’t tell you.

Tonight, we can add some levity to the day at Smuggler’s Cove Miniature Golf; Arghh… hole in one! [B,L,D]

Some Moonlit Bay Matlacha Getaway Day 3 Day 3: Another day, another Island…how does Sanibel-Captiva sound to You?

We can start off a little lazy this morning but that’s only because we have an activity-packed, rest-of-the-day to follow. Today, we check out beautiful Sanibel/Captiva Islands. The theme is shells, wading birds, winding beach roads with stunning views, and maybe a native crocodile and some good eating.

Tonight we settle into a genteel, old-Florida resort on the tip of Captiva Island. Anyone up for the Bubble Room? [B,D]

Some Moonlit Bay Matlacha Getaway Day 4 Day 4: There’s definitely something about island life that slows the heartbeat and soothes the nerves.

Rumors of a cheeseburger in paradise have us boarding a catamaran to an island associated with a 1930’s era murder mystery writer. Late afternoon will deliver us to Tarpon Lodge, our ‘island paradise’ for the remainder of our getaway. This day in paradise is definitely going to be a hoot! [B,L]

Some Moonlit Bay Matlacha Getaway Day 5 Day 5: A King’s temple once rose 30 steps from our front door

Today, guided by archaeologists, we travel back a century to discover an ancient Indian capital and its fascinating people, the Calus.

We head north for lunch to the harbor town of Bokeelia with its magical shoreline.

The afternoon will be dedicated to poolside lounging, walking island roads, maybe a little fishing but tonight…

Tonight, is reserved for a visit to the southern Pine Island town of St. James City and dinner with live music at Woody’s. Usually, some friends from past trips drop in on us for the festivities. [B,L,D]

Some Moonlit Bay Matlacha Getaway Day 6 Day 6: A boat, a white sand beach and Tiki gods facing the mainland

There is an entire barrier island, uninhabited with glistening white sand beaches not far from here. It is only accessible by boat. Do you want to guess where we are going today?

Dinner tonight will be in the cozy, wood-floored, charming restaurant of our very own inn. [B,L,D]

Some Moonlit Bay Matlacha Getaway Day 7 Day 7: ‘The greatest little place you’ve never heard of’

This afternoon will be dedicated to Matlacha, a place that gives one a view of what Key West may have been like before it was discovered: great food, cool shops, live music.

Tonight we will be partying in 'the greatest little place you've never heard of' [B,L]

Some Moonlit Bay Matlacha Getaway Day 8 Day 8: One day, we will have to make this paradise stuff permanent

Sometimes you just don’t want it to end. But it must… until the next Margaritaville Adventure. [B]