PirateHeads
Musical Voyage through
the Caribbean
May 5-10, 2025
Featuring a week onboard an intimate luxury ship with
Mac McAnally, Scotty Emerick, Nadirah Shakoor, Eric Darken, Mick Utley,
Robert Greenidge, Claire Finley and other Coral Reefer friends!
An Island Expedition to some
of Jimmy's favorite
Caribbean haunts with
Coral Reefer Friends
Starting from the sunny sands of Belize, enjoy 6 days and 5 nights of island adventures, making your way to Montego Bay, Jamaica 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 6 days and 5 nights of island adventures, making your way to Montego Bay, Jamaica 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 pirate
pricing NOW!Â
Secure pirate pricing NOW!Â
Inclusions & Exclusions
INCLUSIONS
- 2 nights pre-cruise accommodation at Margaritaville Beach Resort, Ambergris Caye with breakfast
- 5’Oclock Somewhere Welcome Dinner
- Reef Snorkeling Excursion @ Bacalar Chico Marine Reserve
- Lighthouse Island Dinner
- 4 days, 3 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
- 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.
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 with a special performance by Peter & Brendan Mayer. 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. Brendan Mayer & Peter Mayer
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. Lounge on the observation deck or by the pool with a “Tin Cup Chalice” in hand to watch the world drift by.
Warm ocean waters are the perfect backdrop for a day of storytelling through music! Enjoy 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.
As the sun sets on a perfect day, the legendary 10-time CMA Musician of the Year Mac McAnally takes the stage to share Memories & Melodies – an intimate concert where music turns cherished stories into timeless treasures.
After a festive dinner, grab a frozen beverage or two and keep the party going at our High Seas Talent Show & Costume Contest. Hosted by our lively crew, staff, and fellow PirateHeads, this is your chance to sing, dance, and shine on stage!
Accommodation: SH Vega – Pirate Ship
Meals: Breakfast, Lunch, Dinner
Rise and greet the day with an unforgettable musical morning with Grammy-nominated Nadirah Shakoor and Bass Queen Claire Finley.
Land Ho! This afternoon, 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 full day of sun and sand, come together as a PirateHead family for a Captain’s Dinner followed by the grand finale – The 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.
The Tiki Bar will be ready for this 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
Reach the shores of Montego Bay, Jamaica with a famed tale immortalized in Buffett’s “Jamaica Mistaica”, but make no mistake, this cruise has surely been a slice of heaven!
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
Choose Your Cabin
STATEROOM TYPES
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.
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.
Send us your questions at [email protected]
Disclaimer: This cruise is not affiliated with or endorsed by Margaritaville Enterprises, LLC
