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Caribbean Yachting Hideaways

San Juan - St John's - Example 8 Day Cruise aboard Emerald Azzurra
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Embark on an 8-day cruise from San Juan to St John aboard the Emerald Azzurra, exploring a curated itinerary of sun-drenched beaches, marine-rich waters, and culturally rich island towns. Visit Culebra and its calm, reef-lined shores from San Juan, then experience the waterfront charm of Esperanza on Vieques and laid-back Cruz Bay on St. John. Continue to Jost van Dyke and Gustavia in Saint Barthelemy, where European influence meets island style. Conclude your journey in Saint John's, Antigua. This small-ship cruise offers seamless access to diverse ports, relaxed exploration, and premium onboard comfort for a refined Caribbean experience.
Explore the famous rock formations of the bathsEnjoy a Caribbean escapeRelax on the beaches of the CaribbeanSunset over PhilipsburgFrench side of St. MaartenExplore beautiful Jost van Dyke
Highlights
  • Discover Culebra Island’s reef-filled waters and unspoiled sandy shores
  • Explore Vieques Island’s lively Esperanza waterfront and coastal charm
  • Tour St. John’s Annaberg ruins and absorb rich plantation-era history
  • Relax on Jost Van Dyke’s White Bay and enjoy local music and BBQ fare
Activity Level: Variable
Activity options vary depending on destination and operator. Activity level is determined by the range and intensity of activities you choose to participate in. Discuss with your Trip Planner which options are best for you.
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Full Itinerary

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Day 1: San Juan, Puerto Rico | Embark

Your Caribbean journey begins in San Juan with a seamless transfer to your Emerald Cruises luxury yacht, marking the start of your island exploration.

Please book your flight to arrive into San Juan prior to 07:00 PM.

Day 2: Culebra Island | Vieques Island, Puerto Rico

Culebra, one of the principal islands in Puerto Rico’s archipelago, is renowned for its white-sand beaches and vibrant coral reefs. A haven for nature enthusiasts, it offers a serene and unspoiled environment. With over 20 surrounding cays teeming with marine life, the island is ideal for both underwater exploration and relaxed coastal enjoyment.

Included Excursion

Shuttle to Flamenco Beach
After lunch, set sail to Vieques Island. The quaint coastal town of Esperanza has a lovely waterfront with gorgeous beaches and a bustling strip of restaurants, bars, and guesthouses. One can walk along the boulevard and visit the various establishments for a glimpse into the local culture and activities on offer. 

Day 3: St. John, U.S. Virgin Island

Cruz Bay is the economic and social hub of St. John, with a busy?inter-island ferry dock connecting it to other islands in the region. The busy bay is dotted with restaurants and shops, and beautiful Caribbean architecture can be seen in Mongoose Junction as one takes a gentle stroll through town. Today, choose between the Included Excursion or the EmeraldACTIVE option. 

Included Excursion

St. John Island tour with Annaberg Plantation Ruins
Explore the stunning beauty and rich history of St. John on this scenic island drive. Board an open-air safari transportation for a comprehensive tour of the island's most iconic locations. Visit the 18th-century Annaberg sugar mill ruins. Stroll among the stone remnants of this historic plantation, surrounded by vibrant greenery and flowers. Learn about the island's sugar production history and the significance of this site.  
Activity Level: Easy, Duration: 3 hours

EmeraldACTIVE

National Park Hike and Swimming
Immerse yourself in the natural beauty of St. John with a guided hike through the Virgin Islands National Park. Your adventure begins in the quaint village of Cruz Bay, from there, your knowledgeable nature guide will lead you on a hike along the Lind Point Trail, heading towards the North Shore of St. John. Learn about the diverse plant and animal life that thrives in this tropical paradise. Arrive at a secluded and stunning spot known for its crystal-clear turquoise waters and pristine white sand. Enjoy breathtaking ocean vistas, swim in the warm waters, or simply relax on the beach. 
Activity Level: Strenuous, Duration: 3 hours

Day 4: Jost Van Dyke, British Virgin Islands

Jost Van Dyke is the smallest of all four main islands comprising the British Virgin Islands, approximately eight square kilometres. Known as ‘The Last Virgin Island’, White Bay Beach on Jost Van Dyke is made up of rather rocky scenery combined with colorful local culture. The bay is by far one of the best beaches to relax on and savor splendid Caribbean views.   

EmeraldPLUS

BBQ lunch on fully equipped beach with live band 
Enjoy a fully equipped beach, complete with lounge chairs, vibrant beach umbrellas, and powdery white sand beneath your feet. Settle in for a delicious BBQ lunch, surrounded by the laid-back atmosphere and breathtaking views of the crystal-clear ocean. As you indulge in your meal, the sound of live music floats through the air, courtesy of a talented local band. Their Caribbean rhythms and soulful melodies have you swaying to the beat, feeling carefree and relaxed. 

Day 5: Philipsburg, Sint Maarten

With its blend of Dutch and Caribbean influences, Philipsburg presents a bustling port town with a vibrant atmosphere, striking colonial architecture, and stunning beaches. It also offers a range of activities and attractions, including historic sites and a lively street market where you can sample the local cuisine, and peruse the island arts and crafts.  

Day 6: Gustavia, Saint Barthelemy

Affectionately known as Saint-Barth, this enchanting French island in the Lesser Antilles was named in honor of King Gustav III of Sweden after France ceded the island to Sweden in 1784. Since then, its picturesque mountainous landscapes and pristine natural beauty have captivated visitors. You can bask in the splendor of its stunning beaches, while also admiring the charm of its historic wooden houses and luxurious colonial estates. As you stroll through the streets of Gustavia, you can find an array of jewellery shops, high-end fashion boutiques, and gourmet restaurants, all while experiencing a sense of simplicity that wealth cannot replicate. 

Day 7: Little Bay, Montserrat

Welcome to one of the most unusual and fascinating islands in the Caribbean. Prior to the recent volcanic eruptions that commenced in 1995, Montserrat was considered as one of the “Insiders” favorite Caribbean islands. It was also home to producer George Martin’s Air Studios Montserrat recording studio where some of the world’s most famous recording artists, including Eric Clapton, Little River Band and Paul McCartney among many others, used to record their albums. Recent history has brought some unfortunate blows to the island ranging from hurricanes (Hugo in 1989) to multiple volcanic eruptions that destroyed the lovely capital city of Plymouth. 

Day 8: St. John’s, Antigua, Antigua and Barbuda | Disembark

  • 1 Breakfast
Your time aboard your Emerald Cruises luxury yacht comes to an end in St. John’s. After bidding farewell to the crew and your fellow guests, transfer to the airport for your return flight home. 

Please book your flight to depart out of St John's after 11:00 AM.

The itinerary is a guide only and may be amended for operational reasons. As such Emerald Cruises cannot guarantee the cruise will be operated unaltered from the itinerary states above.

Ship/Hotel

Emerald Azzurra

Sky Deck
Azzurra Pool
Pool Back View

Dates & Prices

My Preferred Start Date

  • Dec 20, 2025from $10,590
  • Jan 3, 2026from $8,390
  • Jan 17, 2026from $8,390
  • Jan 31, 2026from $8,390
  • Feb 14, 2026from $8,390
  • Feb 28, 2026from $8,390
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Deal available

Deals

Special Deals 27521
Book your Emerald River cruise for select 2025-2026 departures between April 1- July 6, 2025, and enjoy 2-for-1 fare on your cruise pricing.

An additional bonus savings of up to $1000 per suite ($500 per person) on select departures. Savings vary by departure.

Free air offers are also available based on suite category and destination when you pay in full 10 months before departure. If sailing is within 10 months, you can pay in full within 30 days to receive these offers or 90 days prior to departure - whichever is soonest. Bonus savings options are available instead of air with the same payment terms.

Bonus savings of up to $300 per person on select departures with non-refundable booking terms. Full payment is required within 48 hours of booking, with no exceptions. Code: NONREF

Single Supplement: A free single supplement is available on select departures. Full payment is required. Other departure dates may have a 45% single supplement. Single supplement offers do not apply to S, RA, or SA cabin categories.

Flexible Booking Plan allows you to defer your booking to an alternative date or cancel your journey until 90 days before departure. Enjoy a Future Travel Credit to use on an alternate tour/cruise, valid for 24 months. The offer is valued at $125 per person—no substitutions, no cash value.

Additional restrictions may apply. Please contact us for details.
Applies to select 2025-2026 Emerald River Cruises

Special Deals 27523
Book your Emerald Yacht cruise for select 2025-2027 departures between April 1- July 6, 2025, and enjoy 2-for-1 fare on your cruise pricing.

An additional bonus savings of up to $1000 per suite ($500 per person) on select departures. Savings vary by departure. Not applicable on Oceanview Staterooms (D category).

Free air offers are also available based on suite category when you pay in full 10 months before departure. If sailing is within 10 months, you can pay in full within 30 days to receive these offers or 120 days prior to departure - whichever is soonest. Bonus savings options are available instead of air with the same payment terms.

Bonus savings of up to $300 per person on select departures with non-refundable booking terms. Full payment is required within 48 hours of booking, with no exceptions. Code: NONREF

Single Supplement: A free single supplement is available on select departures. Full payment is required. Other departure dates may have a 45% single supplement. Single supplement offers do not apply to  Y, T or SA cabin categories.

Flexible Booking Plan allows you to defer your booking to an alternative date or cancel your journey until 120 days before departure. Enjoy a Future Travel Credit to use on an alternate tour/cruise, valid for 24 months. The offer is valued at $200 per person—no substitutions, no cash value.

Additional restrictions may apply. Please contact us for details.
Applies to select 2025-2027 Emerald Yacht Cruises

Per person starting at
$8,390
Rates are subject to change without notice. Book early to get the best rate.
Oceanview Stateroom
Select a Date
Oceanview Stateroom (D)
182ft² - 204ft² (17m² - 19m²). Situated on the Emerald Deck, towards the front of the yacht, Oceanview Staterooms are bigger than the average standard.
Balcony Stateroom
Select a Date
Balcony Stateroom (B)
285ft² - 306ft² (26.5m² - 28.5m²). Situated on the Observation deck, Balcony Staterooms are stylish home-away-from-home. With everything you need for a great night’s sleep.
Balcony Stateroom
Select a Date
Balcony Stateroom (A)
285ft² - 306ft² (26.5m² - 28.5m²). Situated on the Panorama deck, Balcony Staterooms are stylish home-away-from-home. With everything you need for a great night’s sleep.
Deluxe Balcony Stateroom
Select a Date
Deluxe Balcony Stateroom (S)
382ft² - 403ft² (35.5m² - 37.5m²). Deluxe Balcony Staterooms are conveniently located on the Pool Deck and feature their own private balcony. With just two per yacht, you’ll benefit from having extra space for the assured comfort.
Terrace Suite
Select a Date
Terrace Suite (T)
648ft² - 669ft² (60.2m² - 62.2m²) (includes outside terrace). Spacious Terrace Suites take pride of place at the back of the Panorama Deck. As the name suggests, you’ll enjoy a private oversized terrace, where you’ll be able to relax and take in the views as you sail into the world’s prettiest ports.
Yacht Suite
Select a Date
Yacht Suite (Y)
700ft² - 721ft² (65m² - 67m²) (includes outside terrace). Positioned at the back of the Observation Deck, you’ll be treated to sensational ocean and coastal views from the private terrace. Receive a number of inclusions to help you make the most of your time in your Yacht Suite.
Owner Suite
Select a Date
Owner's Suite (SA)
1,162ft² - 1,192ft² (108m² - 110.8m²) (includes outside terrace). Oversized Owner’s Suites are the largest and most opulent, located on the Pool Deck. Boasting a separate bedroom and lounge area, also enjoy the large private terrace, from which to see the stunning views of each port you visit.

Notes

- Single accommodations are available on some, but not all, tours for a single supplement rate, payable at the time of booking.
- Children under 12 years old are ineligible to participate in tours, except for applicable Christmas tours and cruises and only if accepted by operator in its sole direction.
- Due to the availability of alcohol on many of vacation packages, children and other persons under 21 years of age must be accompanied by a person over the age of 21 (an "Adult") and must share their accommodation with that Adult.
- Most transportation services are not equipped with elevators or wheelchair ramps, and cabin doors and rest rooms may not be wide enough to provide access for standard wheelchairs.
Included
  • 7 Breakfasts, 6 Lunches, 7 Dinners
  • 7 Nights Accommodations
  • Accommodations as listed
  • Ground transportation as listed
  • Activities as listed
  • Meals as listed
  • Access to a 24-7 Emergency line while traveling
  • Choice between Emerald Plus and Emerald Active Excursions
  • Wifi
  • Complimentary Wine, Beer and Soft drinks with lunch and dinner on board
  • The services of an Emerald Cruises Tour Manager
  • Airport transfers to and from the ship
  • Port taxes and charges
  • All tipping and gratuities
  • Including a Welcome and Farewell Reception & Dinner
Excluded
  • Travel Insurance
  • Personal Expenses
  • Flight costs (please request a quote)
  • Additional excursions during free time
  • Fuel and transportation surcharges (when applicable)
  • Travelers are urged to arrange comprehensive travel insurance to cover any unforeseen circumstances that may occur during the tour

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This was our first trip to South America and we were a little nervous. But Adventure Life made things so easy! All our questions were answered before we left, and our guide, Vidal, was amazing! He gave us enough space to explore without rushing us along. He also knew where the best picture taking opportunities were, which was great.
Lindsay Gompf

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