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SliderParrots and Pirates 2027

Chill Beach Fun on the Caribbean

Join Us on the Margaritaville at Sea Beachcomber

This isn’t your typical group on a typical cruise.

Parrots & Pirates is a laid-back, come-as-you-are group where the fun happens naturally—whether that’s a drink at the bar, a laugh with new friends, or just enjoying the trip at your own pace.

Margaritaville at Sea already brings that fun, island vibe… and Parrots & Pirates leans right into that with a great group of people and just the right amount of mischief along the way.

If you’ve ever gone on a cruise and thought, “This would be more fun if we knew people…”—this is that trip.

February 27, 2027 - Departing from Miami

In 2027, Margaritaville at Sea is introducing its newest and largest ship, the Beachcomber — and Sandy Sun Travel is bringing our crew along for an unforgettable week of island vibes, pirate fun, and parrothead energy. This will be our 4th annual group cruise, and it’s shaping up to be our most exciting yet.

Your Ports of Call:
     St. Thomas – pristine beaches and world-class shopping
     San Juan, Puerto Rico – historic charm, colorful streets, and vibrant nightlife
     Puerto Plata – tropical beauty and Caribbean culture at its best  
Get ready to join in on our Parrothead-meets-Pirate festivities: 
     🏆 Dress Like a Pirate Contest – show off your swashbuckling style
     🍹 Bar Crawl – raise a glass (or three) with your crew 
     🥂 Shot Glass Exchange – trade a little treasure with fellow shipmates 
     🎉 Plus more surprises to keep the party rolling

Day-by-Day Itinerary

Day

Date

Port

Arrive

Depart

1

February 27, 2027

Miami, FL

--

04:00 PM

2

February 28, 2027

Sea Day

--

--

3

March 1, 2027

Sea Day

--

--

4

March 2, 2027

St. Thomas, USVI

08:00 AM

06:00 PM

5

March 3, 2027

San Juan, Puerto Rico

07:00 AM

03:00 PM

6

March 4, 2027

Puerto Plata, Dominican Republic

09:00 AM

04:00 PM

7

March 5, 2027

Sea Day

--

--

8

March 6, 2027

Miami, FL

07:00 AM

--

Itinerary Map

Meet the Margaritaville at Sea Beachcomber

The Beachcomber is Margaritaville at Sea’s newest and largest ship, and it fits this trip perfectly. It is built around that easygoing, social, island style atmosphere where nothing feels rushed and everything feels approachable.

We’ve sailed on Margaritaville at Sea’s other ships and had a blast, which is exactly why we chose this one for Parrots and Pirates. It fits the vibe of our group, and who better represents that laid back, fun loving spirit than the original beach bum, Jimmy Buffett.

This is the kind of ship where people are out, talking, laughing, and actually connecting instead of just passing each other in the hallway. There are plenty of places to grab a drink, listen to live music, hang out by the pool, or settle into a conversation that turns into the rest of your evening.

That is what makes it such a great fit for this trip. Whether you want to jump into the fun, meet new people, or just enjoy the atmosphere at your own pace, you will feel right at home here.

Finding the right cabin

Choosing a cabin can feel like a big decision, but you are going to have a great time on this trip no matter what you choose. Most of the experience happens out on the ship, not in the room.

Most of our group tends to lean toward balcony cabins, especially for a trip like this, but all of the options are great. It really just comes down to what feels right for you.

If you are not sure, that is completely normal. We will help you find the best fit.

Breezy
Balcony

Escape to paradise with gentle breezes and stunning views as you adventure from port to port in your own private stateroom retreat featuring separate vanity and stool, spacious storage areas, casual-luxe décor and super-soft pillows and linens.

$1,126.97 per Person
Price based on double occupancy
Package includes:
  • Cruise Fare, Taxes and Port Charges
  • Cabin Gratuities included ($280 value per cabin)
  • $75 On Board Credit per cabin

St. Somewhere
Premium Oceanview

Located steps away from the St. Somewhere Spa and Salon, these luxurious staterooms offer a relaxing retreat dressed in tranquil décor with upgraded skincare products, priority access to spa appointments and floor-to-ceiling picture windows for perfect sunset viewing.

$1,117.47 per Person
Price based on double occupancy
Package includes:
  • Cruise Fare, Taxes and Port Charges
  • Cabin Gratuities included ($280 value per cabin)
  • $75 On Board Credit per cabin

Picturesque
Oceanview

Enjoy scenic ocean views along with casual chic decor featuring separate vanity and stool, spacious storage areas, and super-soft pillows and linens. Wake up to relaxing sunrises over the water or count the stars in the night sky right from the comfort of your room.

$1012.97 per Person
Price based on double occupancy
Package includes:
  • Cruise Fare, Taxes and Port Charges
  • Cabin Gratuities included ($280 value per cabin)
  • $75 On Board Credit per cabin

Cozy
Interior

Lounge stylishly in these comfortable and cozy interior staterooms. Economical without sacrificing quality, this accommodation is an incredible value and serves as the perfect base for a most memorable cruise experience.

$841.97 per Person
Price based on double occupancy
Package includes:
  • Cruise Fare, Taxes and Port Charges
  • Cabin Gratuities included ($280 value per cabin)
  • $75 On Board Credit per cabin
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Ready to join our crew?

If you’re thinking about this trip, let’s talk. We can walk through the options, check what’s available, and help you find what fits best.

Lock in your spot early for our Pirates & Parrots 2027 Group Cruise on the Margaritaville at Sea Beachcomber.
Let's raise a glass together to the sea, the sun, and little pirate fun! 🏴‍☠️🦜🌴

Contact your travel advisor today at

(815) 604-8496

or

rhargrove@dreamvacations.com.