7 Nights | August 1–8, 2026 | Roundtrip Venice
Set sail on an unforgettable small-ship sailing adventure through the Adriatic Sea aboard the legendary Star Clippers flagship, the Royal Clipper — the largest sailing vessel in the world still in service.
This 7-night voyage begins and ends in Venice, Italy, blending iconic destinations with lesser-visited coastal gems across Italy, Croatia, and Montenegro. Thanks to the Royal Clipper’s smaller size and environmental advantages, you’ll access charming ports, secluded coastlines, and historic cities that larger ships simply can’t reach.
With only 227 staterooms, life onboard feels relaxed and intimate — more like sailing on a private yacht than cruising on a traditional ship. Guests enjoy open-seating dining, included gourmet meals, elegant yet casual spaces, and the magic of true sailing as the ship glides under full sail.
This exclusive group sailing also includes special group pricing and an onboard credit per cabin, secured specifically for my clients.
Sailing highlights include:
Venice • Pesaro • Šibenik • Dubrovnik • Kotor • Vis • Rovinj • Venice
Cabins range from Main Deck staterooms to stunning Suites, all featuring luxury finishes, marble bathrooms, and thoughtful design — with pricing starting from $2,820 CAD per person based on double occupancy.
This is a rare opportunity to experience the Adriatic in a way very few travelers ever do — combining adventure, elegance, and authentic sailing.
7 Nights | January 23–30, 2027 | Roundtrip Barbados \
Set sail on an unforgettable Caribbean adventure aboard the legendary Star Clippers flagship, the Royal Clipper — the largest sailing vessel in the world still in service.
This 7-night voyage begins and ends in Bridgetown, Barbados, taking you through the stunning Grenadine Islands and beyond. This itinerary blends iconic Caribbean destinations with quieter, less-traveled ports across Grenada, St. Vincent, Bequia, Martinique, and St. Lucia . Thanks to the Royal Clipper’s smaller size, you’ll access secluded bays, hidden coves, and charming coastal towns that larger ships simply can’t reach.
With just over 200 guests onboard, life aboard feels relaxed and intimate — more like sailing on a private yacht than cruising on a traditional ship. Guests enjoy open-seating dining, included gourmet meals, elegant yet casual spaces, and the magic of true sailing as the ship glides under full sail.
This exclusive group sailing also includes special group pricing and an onboard credit per cabin, secured specifically for my clients .
Sailing highlights include:
Bridgetown • Tobago Cays • St. George’s • Kingstown • Bequia • Fort-de-France • Marigot Bay • Soufrière
Cabins range from comfortable interior staterooms to beautiful suites, all featuring classic nautical design, marble bathrooms, and thoughtful finishes — with pricing starting from approximately $2,280 CAD per person based on double occupancy .
This is a rare opportunity to experience the Caribbean in a completely different way — combining adventure, relaxation, and authentic sailing.
Adults-Only Riviera Maya Escape | January 18-25 2027
Sometimes the best vacations aren't the ones packed with activities and schedules. Sometimes they're the ones where your biggest decision is whether to spend the afternoon by the pool, on the beach, or enjoying another margarita with friends.
Welcome to Sun, Sand & Serenity 2027.
Join us for an adults-only all-inclusive escape to the beautiful Riviera Maya, where warm sunshine, ocean breezes, and a week of pure relaxation await.
This year's stay is at the stunning Hyatt Zilara Riviera Maya, an intimate beachfront resort known for its exceptional service, spacious suites, excellent dining, beautiful oceanfront pool, and laid-back atmosphere. With fewer than 300 suites, it offers a more personal and relaxed experience than many of the larger resorts in the region.
Unlike previous years, this is not a hosted group vacation. The goal is simple: secure an incredible group rate at a fantastic resort and pass those savings directly on to you.
This getaway is perfect for:
Couples • Best Friends • Sisters • Small Groups • Empty Nesters • Anyone looking to trade snow and stress for sunshine and serenity
Guests will enjoy:
Beachfront accommodations • Unlimited dining & drinks • Oceanfront pool • Daily activities • Evening entertainment • 24-hour room service • Adults-only relaxation
Special Early Bird Pricing is available until July 15, 2026, offering some of the best value you'll find for a luxury Riviera Maya getaway.
If your ideal vacation includes great food, warm sunshine, poolside cocktails, beach walks, and quality time with the people you love, Sun, Sand & Serenity 2027 may be exactly what you're looking for.
Family Friendly Fun | Riviera Maya | January 14-21, 2027
Sometimes the best vacations aren't the ones packed with sightseeing tours and endless planning. Sometimes they're the ones where the kids are laughing at the waterpark, the grandparents are relaxing by the pool, and everyone comes home with memories they'll be talking about for years.
Welcome to Friends, Family & Fun 2027.
Join us January 14–21, 2027, for a family-friendly all-inclusive escape to the beautiful Riviera Maya, where sunshine, adventure, and quality time come together in one unforgettable vacation.
This year's stay is at the popular Dreams Sapphire Resort & Spa, a beachfront resort known for its beautiful Caribbean setting, family-friendly atmosphere, exciting waterpark, spacious Preferred Club accommodations, and endless activities for guests of all ages.
Unlike many family vacations that require months of planning and coordination, the goal is simple: secure an incredible group rate at a fantastic resort and make it easy for families and friends to travel together.
This getaway is perfect for:
Families • Multi-Generational Groups • Grandparents • Friends Travelling Together • Parents Looking for an Easy Winter Escape • Anyone wanting to create lasting memories with the people they love
Guests will enjoy:
Beautiful Beachfront Location • Preferred Club Accommodations • Waterpark & Waterslides • Multiple Pools • Unlimited Dining & Drinks • Kids Club • Teen Club • Daily Activities • Nightly Entertainment • Family-Friendly Fun
Special Early Bird Pricing is available until July 15, 2026, offering some of the best value you'll find for a Riviera Maya family getaway.
If your ideal vacation includes sunshine, family time, pool days, beach adventures, great food, and memories that will last long after the tan fades, Friends, Family & Fun 2027 may be exactly what you're looking for.
Join our email list for exclusive info on group tours, exclusive deals, and special vacation rates available only through Holly Fleming Travel—including select resorts, tours, and cruise sailings!