PirateHeads of the
Caribbean
May 5-13, 2025
Belize to the Bahamas
Mac McAnally, Scotty Emerick, Nadirah Shakoor, Eric Darken, Mick Utley,
Robert Greenidge, Claire Finley and other Coral Reefer friends!
Less than 80 Tickets Left!
An Island Expedition to some
of Jimmy's favorite
Caribbean haunts with
Coral Reefer Friends
Coral Reefer Friends
Starting from the sunny sands of Belize, enjoy 9 days and 8 nights of island adventures, making your way to the Bahamas with daily musical performances and plenty of Jimmy Buffett story-telling as you sail through some of his favorite shores… all aboard our luxury pirate ship featuring 5-star cuisine, 24/7 open bar, outdoor pool, jacuzzi, and sauna with a sweeping view, and even our own fleet of zodiacs for ocean concerts in the middle of hidden bays. All aboard, mateys!
Starting from the sunny sands of Belize, enjoy 9 days and 8 nights of island adventures, making your way to the Bahamas with daily musical performances and plenty of Jimmy Buffett story-telling as you sail through some of his favorite shores… all aboard our luxury pirate ship featuring 5-star cuisine, 24/7 open bar, outdoor pool, jacuzzi, and sauna with a sweeping view, and even our own fleet of zodiacs for ocean concerts in the middle of hidden bays. All aboard, mateys!
Secure early pirate
pricing NOW!
Secure early pirate pricing NOW!
Less than 80 Tickets Left!
Coral Reefer Friends
Emerick
Shakoor
Darken
Utley
Greenidge
The Adventure Begins
The Itinerary
“Dreams are made of Sand & Sun”
Beyond the sand and sun of the itinerary below, expect a few additional musical surprises and activities along the way!
“I can’t change the direction of the wind, but I can adjust my sails to always reach my destination.”
As an expedition cruise we are always at the mercy of Mother Nature and the itinerary may change at any time for logistical or safety necessities.
Arrive in San Pedro and check into the Margaritaville Belize Resort – the perfect paradise to kick off the adventure!
Meet your fellow PirateHeads at the 5 O’Clock Somewhere Welcome Celebration & Beach BBQ Dinner. Sway to island tunes, sip on your favorite boat drink, and toast to the start of an unforgettable journey.
If you’re not ready to end the night, follow the music to a beach bar for a nightcap. A piña colada in hand, sand between your toes – who knows? You might even find that lost shaker of salt.
Accommodation: Margaritaville Beach Resort, Ambergris Caye
Meals: Dinner
Start your day with a tropical breakfast beachside, because it’s “the weather is here, wish you were beautiful” kind of morning.
Dive into the vibrant blue waters to explore the Bacalar Chico Marine Reserve. Swim alongside colorful fish and hum “Fins” as you glide through the water. Refuel with a laid-back seaside lunch before heading to the Pool Party Jam Session. Sing, dance, and let loose to the classics – this is the Parrot Head way.
As the sun sets, enjoy a Lighthouse Island Dinner with fresh seafood and live island music. Let the ocean breeze and sunset colors set the perfect vibe as you sway to “Margaritaville” under the stars.
Accommodation: Margaritaville Beach Resort, Ambergris Caye
Meals: Breakfast, Lunch, Dinner
After breakfast, say farewell to Margaritaville and hop aboard the SH Vega – your Pirate Ship for the rest of this adventure. Explore the ship and enjoy a leisurely lunch as we set sail on turquoise waters.
Feel the ocean breeze during a Caribbean Luau BBQ followed by an unforgettable Sail Away Concert featuring the full onboard band led by Mac McAnally, Scotty Emerick, Eric Darken, Mick Utley, Nadirah Shakoor, Robert Greenidge, and Claire Finley. Let the music carry you away as the sun dips below the horizon.
Accommodation: SH Vega – Pirate Ship
Meals: Breakfast, Lunch, Dinner
Sail across the majestic blue Caribbean, soaking in the sun and salty air. Join in on Jimmy storytelling sessions – from his life on the road to his island adventures, you’ll hear it all.
Lounge on the observation deck or by the pool with a “Tin Cup Chalice” in hand to watch the world drift by.
Gather for an extra special Conversation & Concert with Scotty Emerick, whose songs and stories capture the essence of Buffett’s iconic style. This is your chance to hear the tales behind the tunes.
After a festive dinner, grab a frozen beverage or two and keep the party going at the Boat Drinks Bash!
Accommodation: SH Vega – Pirate Ship
Meals: Breakfast, Lunch, Dinner
Land Ho! Arrive at Cayman Brac, a captivating island where limestone caves and sinkholes contrast storied waters of shipwrecks past. Towering up above, the lush green forests are a birdwatcher’s dream – with endangered parrots, brown boobies and peregrine falcons perched in the canopy. Referenced numerous times in Jimmy’s writings, the Cayman Islands holds many fond and humorous memories.
After a day of adventure, return to the ship for a festive dinner and an unforgettable evening with Grammy-nominated Nadirah Shakoor and Bass Queen Claire Finley. Let the rhythm of the islands carry you late into the night.
Accommodation: SH Vega – Pirate Ship
Meals: Breakfast, Lunch, Dinner
Reach the shores of Port Antonio, Jamaica with a famed tale immortalized in Buffett’s “Jamaica Mistaica”, but make no mistake, you’ll find your slice of heaven here!
From the cascading Somerset Falls to the serene Blue Lagoon, explore historic architecture, vibrant art scenes, and golden beaches. Let Jamaica’s beauty steal your heart just as it did Jimmy’s.
After sand and sun, enjoy 10-time CMA Musician of the Year Mac McAnally takes the stage for an intimate Conversation & Concert not to be missed!
Accommodation: SH Vega – Pirate Ship
Meals: Breakfast, Lunch, Dinner
A relaxing day at sea to soak in the sun and let the world go by. Sing, dance, laugh, and show off your talents at our High Seas Talent Show & Costume Contest led by our staff, crew, and your fellow PirateHeads!
After dinner the Tiki Bar is ready for a very special musical evening with performances by the full onboard band led by Mac McAnally, Scotty Emerick, Eric Darken, Mick Utley, Nadirah Shakoor, Robert Greenidge, and Claire Finley, tonight is dedicated to the music and legacy of the one and only Jimmy Buffett. Sing along to the anthems that shaped a generation.
Out here, on the open sea, it’s easy to believe “I’m just a dreamer, and a sailor, and a singer of songs.”
Accommodation: SH Vega – Pirate Ship
Meals: Breakfast, Lunch, Dinner
A frequent relaxation spot for Jimmy, Long Island is a tranquil escape that perfectly reflects the laid-back vibes of “Bama Breeze”. With brilliant coral reefs, pristine flats, and serene beaches it’s the perfect place to chill and relax with a cold one.
In the evening, come together as a PirateHead family for a Captain’s Dinner followed by the grand finale – Pirate Party! Celebrate life, love, and music with new friends and unforgettable memories. “I just want to live happily ever after, every now and then.” And tonight, you are.
Accommodation: SH Vega – Pirate Ship
Meals: Breakfast, Lunch, Dinner
Disembark and say farewell to the Caribbean paradise. As you begin the journey home (or continue the adventure elsewhere), take with you the music, the memories, and the magic of this PirateHead pilgrimage.
Until next time… Fins Up!
Meals: Breakfast
Resort Life
Margaritaville Beach Resort
Ambergris Caye
Our PirateShip
the SH VEGA
Our newly built 5-star expedition ship combines comfort and adventure, offering inviting spaces to gather to relax or dance to musical performances, stunning unobstructed views, and world-class restaurants and amenities. The modern, well-appointed staterooms ensure a restful stay, while the latest cruising technology guarantees a smooth and seamless journey. Finally, enjoy a fleet of private zodiacs to take you to hidden shores and destinations to some favorite Caribbean gems along our treasure hunt.
Choose Your Cabin
STATEROOM TYPES
Less than 80 Tickets Left!
Pirate Cabin
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Oceanview Staterooms measure 20m2 (215ft2) and can accommodate two guests. They feature two single beds or a double bed, bedroom with living room area, a flame-effect fireplace and a luxurious bathroom
Balcony Cabin
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Balcony Staterooms measure 25m2 (269ft2) – including a 5m2 (54ft2) private balcony – and can accommodate two or three guests. They feature two single beds or a double bed, bedroom with living room area, a flame-effect fireplace and a luxurious bathroom.
Reefer Suite
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Suites feature a king size bed, and have a separate living room, with a flame-effect fireplace. There’s also a luxurious ensuite bathroom – with separate bath tub and walk-in shower – and a 10m2 (108ft2) private balcony.
What Would Jimmy Buffett Do?
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Premium Suites have a king size bed, separate living room, and flame-effect fireplace. There’s also a luxurious ensuite bathroom – with separate bath tub and shower – walk-in wardrobe, and a 12m2 (129ft2) private balcony.
Inclusions & Exclusions
INCLUSIONS
- 2 nights accommodation at Margaritaville Beach Resort, Ambergris Caye with breakfast
- 5’Oclock Somewhere Welcome Dinner
- Reef Snorkeling Excursion @ Bacalar Chico Marine Reserve
- Lighthouse Island Dinner
- 7 days, 6 nights aboard the SH Vega
- Live musical performances by the Coral Reefer Friends
- All meals onboard
- 24-hour room service
- Coffee, tea, soft drinks, & alcoholic beverages (beer, wine, and liquor)
- Standard WiFi
- Lecture programs with special Jimmy Buffett guest speaker
- Medical evacuation insurance up to $200,000 USD
- All gratuities, service taxes, and port fees
EXCLUSIONS
- Flights & Transfer
- Visas (if required)
- Enhanced WiFi packages
- Ultra premium wines and spirits
- Purchases from the ship’s boutique, spa treatments, or laundry services
- Expenses of a purely personal nature
- Costs associated with trip interruption or modification due to weather, travel conditions, political/civil disputes, medical emergencies, or other causes beyond our control.
In Support of:
