Island Hop through the Caribbean on a Luxury Yacht with Lisa McCaskill

Embarking on a luxurious Caribbean cruise is an experience you’ll treasure forever. A truly tropical paradise, with some of the most beautiful beaches and reefs in the world,  on this special hosted trip you’ll enjoy the perfect combination of adventure, relaxation, pampering and luxury, allowing you to experience the very best that the Caribbean and Emerald Azzurra have to offer.

Often compared to a private yacht, the 360-foot long custom-built Emerald Azzurra has the amenities to back up this comparison. The superyacht carries 100 lucky guests in 50 deluxe staterooms and suites with the majority having access to large balconies or terraces.  Each modern yet comfortable retreat boasts its own set of inclusions such as complimentary bathrobes and slippers, bottled water restocked daily, Wi-Fi, a personal safe, an on-demand entertainment courtesy of your flat screen HDTV and infotainment system, featuring blockbuster films, TV and news channels. Discover a wealth of generous inclusions and amenities both on board and onshore, from delectable meals, complimentary drinks, and even fascinating excursions and special experiences.

Lisa McCaskill
Vice President Sales & Marketing, Scenic Group, Canada
Lisa is a tourism expert with over 25 years in sales, marketing, and client care. For the past 13 years, she’s led Scenic Group’s Canadian operations, forging valuable partnerships and driving success. She’s collaborated with The Globe & Mail and celebrities like Jann Arden and Chef Michael Bonacini, and shares her expertise as a guest speaker for BCIT’s Tourism Marketing Program. Lisa enjoys life in Vancouver with her South African husband and their two rescue dogs from Mexico, Boris and Prada, who bring joy and laughter to their home.

Caribbean Yachting Hideaways
Hosted by Lisa McCaskill aboard the Emerald Azzurra
9-days San Juan to St. John’s
January 31st – February 8th, 2025

Day 1 – San Juan, Puerto Rico
Enjoy an overnight stay in San Juan.

Day 2 – San Juan, Puerto Rico
You’ll be transferred to your luxury yacht, Emerald Azzurra, and enjoy the Captain’s Welcome reception with special guest Lisa McCaskill. 

Day 3 – Culebra Island & Vieques Island, Puerto Rico
Culebra is widely known for its white-sand beaches and active reef and is one of the major islands in Puerto Rico’s archipelago. This island offers plenty for nature lovers, giving you peace and tranquillity in a truly pristine destination. There are more than 20 cays bustling with diverse marine life, making it an absolute paradise for underwater adventurer and casual beach goer alike. The ship will have a shuttle to visit Flamenco beach. You will also have the opportunity to spend the day swimming off the yacht and enjoying the ship’s marina toys.

After lunch the ship sets 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. You can walk along the boulevard and visit the various establishments for a glimpse into the local culture and activities on offer. 

Day 4 – St. John, US Virgin Islands 
Cruz Bay is the social hub of St. John, with a busy inter-island ferry dock connecting it to other islands in the area. 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. Choose between a St. John Island Tour which includes a stop at the Annaberg Plantation or enjoy a hike through the Virgin Islands National Park and snorkeling.

Day 5 – Virgin Gorda, British Virgin Islands
Enjoy a beach BBQ lunch with a live band. Visit the Baths, a series of pools and grottos created by a collection of massive boulders formed by volcanic eruptions. 
In the evening, the Captain and Lisa McCaskill will host a special dinner.

Day 6 – Marigot, Saint Martin
A charming town located on the French side of the island, known for its picturesque harbour, beautiful beaches, and vibrant cultural scene. In Marigot, you will have a choice of three shore excursions – Cultural & History Tour, 4x4 Buggy Tour or a Rhum Distillery Tour and Tasting

Day 7 – Gustavia, Saint Barths
Named for Sweden’s King Gustav III, Gustavia is the charming capital and main seaport of the island of Saint Barthélemy, also known as St. Barth. It is often considered to be one of the most beautiful islands in the Caribbean and a tropical paradise with French flair. You will enjoy the beauty of its large idyllic beaches, plus the charm and refinement of its old wooden houses. Experience the beauty and charm of St. Barts on a comprehensive island discovery tour led by a knowledgeable and friendly guide.
Enjoy an exhilarating snorkelling adventure exploring the crystal-clear waters surrounding Gustavia or embark on a luxurious sailing adventure aboard a stylish catamaran, cruising along the serene leeward coast of St. Barts towards the picturesque Bay of Colombier.

Day 8 – Little Bay, Montserrat
One of the most unusual and fascinating islands in the Caribbean. Prior to the recent volcanic eruptions, Montserrat was considered as one of the “Insiders” favourite Caribbean islands. It was also home to producer George Martin’s recording studio where some of the world’s most famous  artists, including Eric Clapton, Little River Band and Paul McCartney used to record their albums. In the afternoon, enjoy a captivating Q&A session with Lisa McCaskill.

Day 9 – Saint John’s, Antigua
Your time aboard your Emerald Azzurra luxury yacht comes to an end in St. John’s. After bidding farewell to the crew and your fellow guests, you will be transferred to the airport for your return flight home.

The ship’s open-air infinity pool is surrounded by lounge chairs and day beds ideal for relaxing and enjoying cocktails from the nearby Aqua Pool Café. A wellness deck complete with spa, infrared sauna and gym allow you to keep focus on your health goals. And the marina platform, located on the yacht’s stern, boasts water toys galore – kayaks, stand-up paddleboards, snorkel equipment, SEABOBs as well as a giant trampoline, available for guests to enjoy when the platform is deployed.

The extra-spacious La Cucina dining room specializes in fresh, seasonal cuisine with seating indoors as well as on the adjacent terrace, while the warm and welcoming Amici Bar & Lounge is a friendly place to gather and enjoy live music in the evenings. Nothing expands your horizons quite like new culinary delights. Traditional Caribbean food offers an array of surprising flavours that dance on your palate.
Delight in complimentary, sommelier-paired wines, from a crisp Sauvignon Blanc to a rich Spanish Rioja, or Tuscan Rosé. Your waiter will ensure you’re poured the perfect accompaniment to best complement your dish, with a selection of beers, soft drinks and select cocktails also available during your cruise.

In the evening, once you’ve enjoyed your meal, you can appreciate the ocean breeze from the ship’s large al fresco terrace, before a nightcap in the plush, relaxed Horizon Bar & Lounge. With a crew of 76, you can count on receiving attentive, personalized service.

Emerald Yacht Inclusions:
•    Airport transfers to and from your luxury yacht
•    Breakfast, lunch, and dinner on board
•    Complimentary beer, wine, soft drinks and selected cocktails all day
•    Access to state-of-the-art tea and coffee machines
•    Complimentary bottled water, restocked daily
•    ESPA luxury toiletries in your ensuite bathroom
•    First-class service from an English-speaking crew
•    Included excursions with knowledgeable local guides
•    Complimentary Wi-Fi
•    Use of our Gocycle electric bicycles
•    All airport taxes and port charges are taken care of
•    All gratuities onboard taken care of
Plus on this hosted voyage, enjoy special gifts and surprises along the way, pre-cruise hotel night in San Juan, savings up to CA$7,000 per couple and many Discover More excursions included in the price.

Contact your Travel Professional or visit here for details.