Private Charter for The Greater Antilles
Charter your Private Yacht experience with Ancora
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.
Dominican Republic 7-Day 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 | Speed: 12 knots
Estimated Time: 2 hours 30 mins
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.
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Day 2 & 3 | Punta Cana Coastline
To Marina Cap Cana
Length: 50 Nm | Speed: 12 knots
Estimated Time: 4 hours 10 mins
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.
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Day 4 & 5 | Samana Bay Whale Watching
To Puerto Bahia
Length: 70 Nm | Speed: 12 knots
Estimated Time: 5 hours 50 mins
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.
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Day 6 | Northern Coastline & Ocean World Marina
To Ocean World Marina
Length: 80 Nm | Speed: 12 knots
Estimated Time: 6 hours 40 mins
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.
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Day 7 | Pico Duarte Helicopter Excursion
To Casa de Campo (Return)
Length: 110 Nm | Speed: 12 knots
Estimated Time: 9 hours 10 mins
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.
Jamaica 5-Day 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 | Speed: 12 knots
Estimated Time: 4 hours 10 mins
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 | Speed: 12 knots
Estimated Time: 3 hours 45 mins
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 | Speed: 12 knots
Estimated Time: 5 hours 50 mins
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 | Speed: 12 knots
Estimated Time: 2 hours 5 mins
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 | Speed: 12 knots
Estimated Time: 6 hours 40 mins
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.
Puerto Rico 5-Day 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 | Speed: 12 knots
Estimated Time: 3 hours
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 | Speed: 12 knots
Estimated Time: 1 hour 40 mins
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 | Speed: 12 knots
Estimated Time: 1 hour 15 mins
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 | Speed: 12 knots
Estimated Time: 5 hours
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 | Speed: 12 knots
Estimated Time: 6 hours 40 mins
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.
