The Heineken Regatta

If you like to party, then the Heineken Regatta is for you! Embark on an unforgettable adventure aboard Arabella for the prestigious Heineken Regatta in Saint Maarten! Renowned for its thrilling races, vibrant island culture, and epic parties, this world-class sailing event is a must-do experience for sailors and enthusiasts alike. Whether you’re an experienced sailor or simply eager to enjoy the exhilaration of racing in the crystal-clear Caribbean waters, Arabella offers the perfect blend of camaraderie, luxury, and action. With expert crew, stunning scenery, and non-stop fun on and off the water, this is your chance to be part of the excitement and create memories that will last a lifetime. Join us and make this Heineken Cup one for the books!

The Biggest Caribbean Regatta

The St. Maarten Heineken Regatta spans four days of world-class racing and features over 110 boats from more than 35 countries. This regatta is renowned for its “Serious Fun!” legacy, combining competitive sailing with vibrant shoreside festivities, making it a cornerstone event in the Caribbean sailing calendar. You can read more about the Heineken Regatta here.


Serious Fun

The St. Maarten Heineken Regatta’s motto, “Serious Fun,” perfectly captures the heart and soul of this iconic event. It’s where the thrill of high-stakes sailing meets the Caribbean’s unbeatable party vibes. Imagine cutting through crystal-clear waters, battling it out with some of the best sailors in the world during the day, and then swapping race stories over ice-cold drinks and live music as the sun sets. It’s not just about winning; it’s about the camaraderie, the laughs, and the unforgettable moments on and off the water. From adrenaline-pumping starts to dancing under the stars, this regatta proves that the only thing better than serious racing is having serious fun while doing it!


Events, Events, Events

The St. Maarten Heineken Regatta is a four-day extravaganza of sailing every day and partying every night. It’s what the Dutch call “Serious Fun.” Each day kicks off with world-class yacht races. Then as the sun sets, the Regatta Village at Port de Plaisance transforms into a lively hub of entertainment, featuring live performances and nights filled with music and dance. In addition to the races and concerts, the regatta offers a variety of activities, including local food stalls, cultural performances, and after-parties. By joining Arabella for this regatta, you will be experience mega yacht luxury and also gain exclusive access to all the excitement, making it a truly unforgettable Caribbean adventure.


The Island of Saint Maarten

Saint Maarten is a tropical paradise that offers the perfect blend of adventure, relaxation, and cultural richness. Known as “The Friendly Island,” this gem of the Caribbean boasts 37 pristine beaches with turquoise waters, perfect for swimming, snorkeling, and sunbathing. The island is uniquely shared by two nations—French and Dutch—offering visitors a mix of European sophistication and Caribbean charm. Add to that the electric energy of the regatta, where the island comes alive with parties, music, and camaraderie, and Saint Maarten becomes the ultimate destination for an unforgettable mix of sailing, fun, and island bliss.


What’s Included

Relax in comfort and style aboard Arabella, your home for the week. Experience the Arabella Lifestyle with gourmet meals, stunning sunsets, and the camaraderie of fellow guests and sailing enthusiasts.

  • 7 days and 6 nights of luxury accommodations on board, complete with gourmet dining.
  • A spot onboard Arabella for the Mayor’s Races and the Festival Parade.
  • The excitement of racing side-by-side famous schooners.
  • A Boat Parade and the Festival Fireworks show!
  • Opportunity to visit the famous schooners and tour the decks.
  • A trip through the Cape Cod Canal.
  • A final night back in Newport RI, the sailing capitol of our country!

The Itinerary – 7 Days & 6 Nights


Thursday, August 28


Guests arrive onboard Arabella between noon and 1 pm. She will be anchored in Newport Harbor. Enjoy a welcoming beverage, settle into your luxurious accommodations, and mingle with fellow guests over a gourmet lunch. As the sun sets, Arabella will get underway under engine power to cruise up Buzzards Bay towards the Cape Cod Canal.


Friday, August 29


Before dawn, Arabella will enter the canal on a fair tide and pop out at Sandwich, MA. From there, she will hold a direct course towards Gloucester, MA with a target arrival of earl evening. It the weather is fine and Arabella makes good time, then we will be able to participate in the “Greet the Fleet Day” and the “Chamber of Commerce Block Party.”


Saturday, August 30


After a nice evening of rest at anchor, you will be ready for a full day of exploration. It is Maritime Heritage Day in Gloucester and there will also be Schooner Deck Tours. You can go ashore and learn and experience so much about the schooner history which build Gloucester and our nation. That evening will feature the Boat Parade of Lights followed by the famous Festival Fireworks display over Gloucester Harbor.


Sunday, August 31


Sunday is the big day, starting with the Schooner Parade at 10 am. Schooners proceed from the Inner Harbor past the Fisherman’s Memorial on Stacy Boulevard and Stage Fort Park. Then they head to the race starting area off Eastern Point. At 1 pm, the Mayor’s Races will start off Eastern Point for the Esperanto Cup & the Columbia Trophy. The race course is decided that morning by the Schooner Festival Committee at a meeting with the captains of the participating vessels.


Monday, September 1


This is the Rain Date in case the Schooner Parade and Races are not able to be help on Sunday. If they are completed on Sunday, this is a free day of exploration for you to discover more about Gloucester and follow up on your new friendships in the schooner community.


Tuesday, September 2


Arabella sets sail for Newport, RI, where guests can enjoy one last evening on board or ashore. You will have many great stories to share about the Schooner Race and the incredible week of maritime heritage.


Wednesday, September 3


Guests will disembark in Newport in the morning.


Guests who cannot do the full cruise can still join Arabella in Gloucester.

StateRooms

  • Single or Double Beds
  • Individual Climate Control
  • Electrical Sockets
  • Ensuite Bath with Sink & Toilet
  • Private Shower
  • Hand & Bath Towels

Owners Stateroom

/ PER PERSON

  • Largest and Most Luxurious Staterooms
  • Queen Bed
  • Located Amidships (the most stable part of the boat)

Premier Stateroom

/ PER PERSON

  • Queen Bed
  • Located Amidships (the most stable part of the boat)

Duluxe Stateroom

/ PER PERSON

  • Queen Bed
  • Located in the Forward Section of the Yacht

Double Stateroom

/ PER PERSON

  • Over/Under Single Bunks, ideal for singles
  • Located in the Aft Section of the Yacht

Single Stateroom

/ PER PERSON

  • Single Berth
  • Located in the Aft Section of the Yacht