Private Charter

For The Greater Antilles

Stretching across the northern Caribbean Sea, the Greater Antilles form a rugged, diverse arc of mountainous islands rich in history and culture. This region includes Cuba, Jamaica, Puerto Rico, and the Dominican Republic—each offering its own rhythm, flavor, and landscape.

An Ancora Yacht charter through the Greater Antilles blends wild coastlines with calm turquoise bays, where coral reefs brim with life and palm-fringed beaches lead to dense jungle and misty waterfalls. Below you will find our sample itineraries.

Experience the Dominican Republic:
5-Day Sample Itinerary

The Dominican Republic brings together jungle peaks, world-class marinas, luxury resorts, and unmatched marine adventures. With superyacht-friendly harbors and nine international airports, it's one of the most accessible and scenic charter routes in the Greater Antilles.

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Day 1: Casa de Campo &
Catalina Island

To Marina Zar Par
Length

30 Nm

Estimated Time

2h 30 min

Speed

12 knots

Start at the elegant Casa de Campo marina, where fine dining and championship golf welcome you ashore. After breakfast, cruise to Catalina Island for snorkeling or scuba diving at The Aquarium—a shallow reef teeming with colorful marine life. In the afternoon, sail to Marina Zar Par and settle in for the night.

Day 2 & 3: Punta
Cana Coastline

To Marina Cap Cana
Length

50 Nm

Estimated Time

4h 10 min

Speed

12 knots

Sail east along the coast toward Punta Cana, where white-sand beaches and five-star resorts await. Dock at Marina Cap Cana and enjoy a day of relaxation. Try a luxury spa, play a round at one of the local golf courses, or unwind on the beach before dinner by the water.

Day 4 & 5: Samana Bay
Whale Watching

To Puerto Bahia
Length

70 Nm

Estimated Time

5h 50 min

Speed

12 knots

Leave Anegada behind and sail south to Salt Island. This is home to the RMS Rhone shipwreck, a legendary Caribbean dive site surrounded by rich marine life. Spend the afternoon snorkeling or diving before anchoring nearby.

Day 6: Northern Coastline
& Ocean World Marina

To Ocean World Marina
Length

80 Nm

Estimated Time

6h 40 min

Speed

12 knots

Continue along the dramatic northern coast, a popular region for kiteboarding and surfing. Spend time ashore exploring the shops and restaurants near Ocean World Marina or head to the beach for wind-powered water sports.

Day 7: Pico Duarte
Helicopter Excursion

To Casa de Campo (Return)
Length

110 Nm

Estimated Time

9h 10 min

Speed

12 knots

End your journey with an inland adventure. Take a private helicopter ride to Pico Duarte—the highest mountain in the Caribbean—for breathtaking views and cooler air. Return to your yacht and cruise back to Casa de Campo, or disembark nearby for a smooth flight home.

Experience Jamaica:

5-Day Sample Itinerary

Jamaica’s raw beauty, rich music culture, and storied past create a charter experience like no other. From pirate coves and coffee-covered mountains to luxury hideaways and turquoise bays, this route gives you a full taste of the island’s rhythm and charm.

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Day 1: Port Antonio &
Blue Mountains

To Kingston
Length

50 Nm

Estimated Time

4h 10 min

Speed

12 knots

Begin your journey in Port Antonio, where jungle meets coastline. Take an inland excursion into the Blue Mountains National Park for a sunrise hike or coffee estate tour. In the evening, hear live jazz and enjoy craft cocktails before sailing south toward Kingston.

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Day 2: Kingston & Royal
Jamaica Yacht Club

To Oracabessa
Length

45 Nm

Estimated Time

3h 45 min

Speed

12 knots

Spend the morning docked at the Royal Jamaica Yacht Club in Kingston. Explore colonial sites or local art galleries before heading north along the coast. Arrive at GoldenEye in Oracabessa, the legendary retreat where Ian Fleming penned his James Bond novels. Enjoy dinner overlooking the lagoon at The Gazebo.

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Day 3: Oracabessa to
Montego Bay

To Montego Bay
Length

70 Nm

Estimated Time

5h 50 min

Speed

12 knots

Cruise west to Montego Bay, where you can go ashore to play golf, explore the Half Moon Resort, or visit the equestrian center and nature reserve. Charter guests can also enjoy shopping, spa treatments, or sunset drinks overlooking the bay.

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Day 4: Bluefields Bay
& Watersports

To Negril
Length

25 Nm

Estimated Time

2h 05 min

Speed

12 knots

Sail southwest to Bluefields Bay, where calm cerulean waters and rich marine life make it perfect for snorkeling, kayaking, or paddleboarding. Spend the morning exploring hidden coves, then cruise west to Negril for beachside relaxation and a front-row sunset.

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Day 5: Ocho Rios & Dunn’s
River Falls

To Port Antonio (Return)
Length

80 Nm

Estimated Time

6h 40 min

Speed

12 knots

Complete your loop by heading east to Ocho Rios for a hike at Dunn’s River Falls or a tour through Bob Marley’s birthplace. Sail back to Port Antonio for your final night onboard or prepare for disembarkation and transfer to the airport.

Experience Puerto Rico:

5-Day Sample Itinerary

From ancient forts to glowing bays and cloud forests, Puerto Rico delivers a charter experience full of contrast and color. With well-equipped marinas, proximity to the US Virgin Islands, and easy airport access via San Juan, it’s an ideal starting or ending point for your Greater Antilles journey.

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Day 1: San Juan & Old
San Juan

To Fajardo
Length

35 Nm

Estimated Time

3h 00 min

Speed

12 knots

Begin your charter in San Juan and step into the past with a stroll through Old San Juan’s cobbled streets and pastel-colored buildings. Tour El Morro, the imposing Spanish fortress that has guarded the city for centuries. After lunch, sail east to Fajardo and dock at Puerto del Rey Marina.

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Day 2: El Yunque National
Forest (Inland Excursion)

To Vieques
Length

20 Nm

Estimated Time

1h 40 min

Speed

12 knots

Take a short inland drive from Fajardo to explore El Yunque, the only tropical rainforest in the US National Forest system. Swim beneath waterfalls, hike shaded trails, and spot rare birds before returning to your yacht. Cruise to Vieques in the afternoon and anchor offshore.

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Day 3: Vieques &
Bioluminescent Bay

To Culebra
Length

15 Nm

Estimated Time

1h 15 min

Speed

12 knots

Spend the morning on Vieques’ quiet beaches, then kayak into Bioluminescent Bay at night to witness glowing waters under a starlit sky. With fuel-powered boats restricted, this peaceful paddle brings you up close to nature’s magic. Afterward, set course for the laid-back island of Culebra.

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Day 4: Culebra &
Flamenco Beach

To Guánica
Length

60 Nm

Estimated Time

5h 00 min

Speed

12 knots

Drop anchor off Flamenco Beach, known for its turquoise waters and white sand. Snorkel near coral reefs or explore the island by bike or golf cart. In the afternoon, sail south around the island toward Guánica and anchor offshore.

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Day 5: Guánica
Biosphere Reserve

To San Juan (Return)
Length

80 Nm

Estimated Time

6h 40 min

Speed

12 knots

Go ashore to explore the Guánica Biosphere Reserve. Hike or bike through dry forest trails, spotting tropical birds along the way. Return to your yacht and begin your final sail back to San Juan, or disembark inland for your flight home.

Motor Yacht Ancora

Launched in 2023, motor yacht Ancora stands out as one of the latest and most in-demand yachts available for charter in the market!

Accommodating up to 10 guests in its luxurious cabins, every journey on board Ancora is meticulously tailored, providing exquisite dining, a variety of water activities, and a devoted crew dedicated to crafting memorable moments at sea.

Ancora is accompanied by our extraordinary chase vessel “Go Fast Boat”, a stylish and contemporary 54’ tender prepared to transport you wherever you desire.

Ancora is more than just a yacht; it's a gateway to a world of luxury, adventure, and unparalleled elegance.

yacht

Length

155’ / (47m)

guests

Guests

10

cabin

CABINS

5

crew

CREW

9

yacht top view

Choose Your Yacht
for Charter

Explore a curated fleet of luxury yachts available for charter in the Leeward Islands. From sleek motor yachts to spacious superyachts, each vessel offers a unique blend of style, comfort, and capacity for your perfect escape.

Learn More

Water Toys

Make the most of your time on the water with a premium selection of cutting-edge water toys—jet skis, seabobs, paddleboards, and more. Adventure, relaxation, and play are always within reach.

Learn More

Frequently Asked Questions

WHAT IS INCLUDED IN THE COST OF A GREATER ANTILLES YACHT CHARTER?
Your Ancora Yacht charter includes your private yacht, a full crew, and use of all onboard amenities. Expenses like fuel, food, dockage, and gratuities are covered through an Advance Provisioning Allowance (APA). Whether you’re anchored off Jamaica or cruising along Puerto Rico’s northern coast, each detail is customized for your itinerary.
DO I NEED SAILING EXPERIENCE TO CHARTER A YACHT? +
No experience is required. Every charter includes a professional captain and crew, so you can relax and enjoy the journey across the Greater and Lesser Antilles.
WHAT TRAVEL DOCUMENTS DO I NEED? +
You’ll need a valid passport. If you're boarding in Puerto Rico, entry is the same as traveling within the U.S. For other islands like the Dominican Republic or Cuba, additional visas or entry forms may be required.
CAN I CHOOSE THE FOOD AND DRINKS ONBOARD? +
Yes. Your onboard chef will plan meals based on your preferences, using fresh Caribbean ingredients. Expect everything from laid-back beach barbecues to elegant dinners.
WHEN IS THE BEST TIME TO CHARTER IN THE GREATER ANTILLES? +
The best time is between December and April, when the seas are calm and temperatures are warm.
WHAT MAKES THE GREATER ANTILLES UNIQUE? +
This region includes larger islands like Cuba, Jamaica, Puerto Rico, and the Dominican Republic. They offer a mix of mountainous terrain, colonial cities, and vibrant local cultures not found in the southern end of the Lesser Antilles.
ARE THESE ISLANDS LOCATED NEAR SOUTH AMERICA? +
No. The Greater Antilles lie well north of South America, stretching across the western Caribbean between the Gulf of Mexico and the Atlantic Ocean.
WHAT’S THE DIFFERENCE BETWEEN THE GREATER AND LESSER ANTILLES? +
The Greater Antilles consist of the four largest islands—Cuba, Jamaica, Puerto Rico, and Hispaniola (home to Haiti and the Dominican Republic). The Lesser Antilles are a crescent-shaped group of smaller islands farther south and east, often preferred for shorter island hops.
CAN I START OR END MY TRIP IN PUERTO RICO? +
Yes. Puerto Rico is a convenient embarkation point with excellent marinas and direct flights. It’s also connected to both the US Virgin Islands and the broader Caribbean charter network.
DO YOU OFFER LEEWARD ISLANDS ITINERARIES? +
Yes. Ancora Yacht offers curated itineraries throughout the Leeward Islands, including Antigua, St Barts, the British Virgin Islands, and more. This region of the Lesser Antilles is known for short sails, calm waters, and island-hopping adventures through some of the most scenic anchorages in the Caribbean Sea.