All 83 sailings visiting Road Bay
Ordered soonest first. Prices per person, including taxes and fees. Want to filter by price, date, or ship?
Open these cruises in search →| View | Sailing | Departs | Nights | Ship | From |
|---|---|---|---|---|---|
| A Grand Journey of Colourful Moroccan Shores & Idyllic Caribbean Scenery | Oct 21, 2026 | 27 | EXPLORA I |
from $15,640 $579 / night |
|
| An Extended Journey of Maritime Soul & Island Zest | Oct 25, 2026 | 14 | EXPLORA III |
from $17,100 $1,221 / night |
|
| A Grand Journey of Lively Culture & Stunning Beaches | Nov 1, 2026 | 16 | EXPLORA I |
from $6,940 $433 / night |
|
| A Grand Journey of Vibrant Cultures, Mayan Marvels & Idyllic Beaches | Nov 1, 2026 | 24 | EXPLORA I |
from $11,735 $488 / night |
|
| A Journey into Caribbean Exploration & Island Delights | Nov 1, 2026 | 7 | EXPLORA III |
from $5,680 $811 / night |
|
| An Extended Journey into Island Delights, Hidden Coves & Chic Coastlines | Nov 1, 2026 | 14 | EXPLORA III |
from $20,800 $1,485 / night |
|
| An Extended Journey of Blissful Escapes & Shoreline Splendour | Nov 8, 2026 | 14 | EXPLORA III |
from $20,800 $1,485 / night |
|
| A Journey Through Tropical Shores and Ocean Days | Nov 12, 2026 | 5 | EXPLORA I |
Call for price |
|
| A Journey of Blissful Escapes & Island Splendour | Nov 15, 2026 | 7 | EXPLORA III |
from $4,200 $600 / night |
|
| An Extended Journey of Tropical Harmony & Natural Wonders | Nov 15, 2026 | 14 | EXPLORA III |
from $8,925 $637 / night |
|
| 14-Day Leeward Island Jewels | Nov 22, 2026 | 14 | Seabourn Quest |
from $5,679 $405 / night |
|
| 14-Day Leeward Island Jewels | Dec 6, 2026 | 14 | Seabourn Quest |
from $6,104 $436 / night |
|
| An Extended Journey through Islands of Scenic Wonder & Coastal History | Dec 6, 2026 | 14 | EXPLORA III |
from $10,800 $771 / night |
|
| An Extended Journey of Island Calm & Coastal Retreats | Dec 13, 2026 | 14 | EXPLORA I |
from $9,560 $682 / night |
|
| A Journey through Caribbean Gems & Multi-coloured Coasts | Dec 13, 2026 | 7 | EXPLORA III |
from $4,200 $600 / night |
|
| An Extended Journey through Wild Beauty and Tropical Festivities | Dec 13, 2026 | 15 | EXPLORA III |
from $16,650 $1,110 / night |
|
| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Dec 19, 2026 | 14 | Wind Surf |
from $5,320 $380 / night |
|
| Beach Fun & Sun: A Remote Caribbean Getaway - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Dec 19, 2026 | 7 | Wind Surf |
from $3,255 $465 / night |
|
| 16-Day Leeward Island Holiday | Dec 20, 2026 | 16 | Seabourn Quest |
from $9,514 $594 / night |
|
| A Journey of Caribbean Celebrations & Island Wonders | Dec 20, 2026 | 7 | EXPLORA I |
from $6,715 $959 / night |
|
| An Extended Journey into Island Bliss & Lively Celebrations | Dec 20, 2026 | 15 | EXPLORA I |
from $14,835 $989 / night |
|
| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 2, 2027 | 14 | Wind Surf |
from $5,880 $420 / night |
|
| Discover the Pearls of the Caribbean from Marigot | Jan 9, 2027 | 14 | Emerald Azzurra |
Call for price |
|
| An Extended Journey of Island Energy & Ocean Tranquillity | Jan 13, 2027 | 16 | EXPLORA III |
from $18,100 $1,131 / night |
|
| Miami, FL to Miami, FL | Jan 16, 2027 | 11 | Silver Ray |
from $6,750 $613 / night |
|
| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 16, 2027 | 14 | Wind Surf |
from $7,084 $506 / night |
|
| A Journey of Sunny Shores & Caribbean Island Bliss | Jan 21, 2027 | 8 | EXPLORA III |
from $5,960 $745 / night |
|
| An Extended Journey through Caribbean Treasures & Peaceful Nature | Jan 21, 2027 | 15 | EXPLORA III |
from $10,840 $722 / night |
|
| Miami, FL to Miami, FL | Jan 27, 2027 | 11 | Silver Ray |
from $11,500 $1,045 / night |
|
| Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 30, 2027 | 7 | Wind Surf |
from $3,535 $505 / night |
|
| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Jan 30, 2027 | 14 | Wind Surf |
from $6,160 $440 / night |
|
| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Feb 6, 2027 | 14 | Wind Surf |
from $6,692 $478 / night |
|
| Discover the Pearls of the Caribbean from Marigot | Feb 6, 2027 | 14 | Emerald Azzurra |
from $10,014 $715 / night |
|
| An Extended Journey of Relaxing Waters & Blissful Shores | Feb 12, 2027 | 16 | EXPLORA III |
from $16,750 $1,046 / night |
|
| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Feb 13, 2027 | 14 | Wind Surf |
from $6,188 $442 / night |
|
| Philipsburg, St.Marteen to Philipsburg, St.Marteen | Feb 13, 2027 | 7 | Wind Surf |
from $3,710 $530 / night |
|
| An Extended Journey of Rainforest Wonders & Ocean Serenity | Feb 17, 2027 | 19 | EXPLORA I |
from $12,005 $631 / night |
|
| An Extended Journey of Pearl-Blue Horizons & Maritime Grace | Feb 19, 2027 | 16 | EXPLORA III |
from $10,350 $646 / night |
|
| A Journey through Caribbean Delights & Wildlife Wonders | Feb 19, 2027 | 9 | EXPLORA III |
from $7,535 $837 / night |
|
| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Feb 20, 2027 | 14 | Wind Surf |
from $5,852 $418 / night |
|
| Bridgetown to Miami, FL | Feb 26, 2027 | 12 | Silver Ray |
from $10,970 $914 / night |
|
| Caribbean Explorations - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Feb 27, 2027 | 14 | Wind Surf |
from $5,208 $372 / night |
|
| Beach Fun & Sun: A Remote Caribbean Getaway - Philipsburg, St. Maarten to Philipsburg, St. Maarten | Feb 27, 2027 | 7 | Wind Surf |
from $3,465 $495 / night |
|
| Bridgetown to Bridgetown | Feb 28, 2027 | 7 | Silver Spirit |
from $5,600 $800 / night |
|
| A Journey from Exciting Escapades to Idyllic Tranquillity | Mar 1, 2027 | 7 | EXPLORA I |
from $6,200 $885 / night |
|
| A Grand Journey into Island Whispers & Beauty-Rich Shores | Mar 1, 2027 | 23 | EXPLORA I |
from $12,530 $544 / night |
|
| Discover the Pearls of the Caribbean from Marigot | Mar 6, 2027 | 14 | Emerald Azzurra |
from $13,245 $946 / night |
|
| Philipsburg, St.Marteen to Philipsburg, St.Marteen | Mar 13, 2027 | 7 | Wind Surf |
from $3,710 $530 / night |
|
| Expedition Caribbean islands: the untamed side of the Caribbean - Halifax to Curacao | Oct 20, 2027 | 16 | HANSEATIC Inspiration |
from $8,498 $531 / night |
|
| Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing | Nov 5, 2027 | 23 | Wind Surf |
from $4,504 $195 / night |
|
| A Grand Journey of Lively Culture & Stunning Beaches | Nov 6, 2027 | 16 | EXPLORA II |
from $8,315 $519 / night |
|
| Star Collector: Caribbean Explorations | Nov 20, 2027 | 15 | Wind Surf |
from $4,564 $304 / night |
|
| Beach Fun & Sun: A Remote Caribbean Getaway | Nov 20, 2027 | 8 | Wind Surf |
from $3,080 $385 / night |
|
| Discover the Pearls of the Caribbean from Marigot | Nov 27, 2027 | 14 | Emerald Sakara |
from $10,029 $716 / night |
|
| 14-Day Windward & Leeward Islands | Dec 4, 2027 | 14 | Seabourn Quest |
from $6,359 $454 / night |
|
| 17-Day Hidden Yacht Harbor Holiday | Dec 11, 2027 | 17 | Seabourn Ovation |
from $7,964 $468 / night |
|
| Star Collector: Caribbean Explorations | Dec 12, 2027 | 15 | Wind Surf |
from $4,496 $299 / night |
|
| 21-Day Bonaire, Curacao & Southern Caribbean Holiday | Dec 18, 2027 | 21 | Seabourn Ovation |
from $10,670 $508 / night |
|
| 10-Day Caribbean Yacht Harbor Holiday | Dec 18, 2027 | 10 | Seabourn Ovation |
from $5,014 $501 / night |
|
| 10-Day Leeward Islands Holiday | Dec 18, 2027 | 10 | Seabourn Quest |
from $5,084 $508 / night |
|
| Star Collector: Caribbean Explorations | Dec 19, 2027 | 15 | Wind Surf |
from $4,692 $312 / night |
|
| Beach Fun & Sun: A Remote Caribbean Getaway | Dec 19, 2027 | 8 | Wind Surf |
from $2,960 $370 / night |
|
| 11-Day Yachtsman's Holiday in Aruba, Bonaire & Curacao | Dec 28, 2027 | 11 | Seabourn Ovation |
from $5,529 $502 / night |
|
| Star Collector: Caribbean Explorations | Jan 3, 2028 | 13 | Wind Surf |
from $4,065 $312 / night |
|
| Star Collector: Caribbean Explorations | Jan 9, 2028 | 14 | Wind Surf |
from $4,197 $299 / night |
|
| Star Collector: Caribbean Explorations | Jan 16, 2028 | 14 | Wind Surf |
from $4,197 $299 / night |
|
| Star Collector: Caribbean Explorations | Jan 23, 2028 | 14 | Wind Surf |
from $4,197 $299 / night |
|
| A Journey into Dominican Charm & Caribbean Splendour | Jan 30, 2028 | 7 | EXPLORA II |
from $4,020 $574 / night |
|
| Star Collector: Caribbean Explorations | Jan 30, 2028 | 14 | Wind Surf |
from $3,752 $268 / night |
|
| Discover the Pearls of the Caribbean from Marigot | Feb 5, 2028 | 14 | Emerald Sakara |
from $10,704 $764 / night |
|
| Star Collector: Caribbean Explorations | Feb 6, 2028 | 14 | Wind Surf |
from $4,340 $310 / night |
|
| Star Collector: Caribbean Explorations | Feb 13, 2028 | 14 | Wind Surf |
from $4,564 $326 / night |
|
| Beach Fun & Sun: A Remote Caribbean Getaway | Feb 13, 2028 | 7 | Wind Surf |
from $2,380 $340 / night |
|
| A Journey Across Turquoise Seas and Timeless Streets | Feb 19, 2028 | 7 | EXPLORA IV |
from $4,200 $600 / night |
|
| Star Collector: Caribbean Explorations | Feb 27, 2028 | 14 | Wind Surf |
from $4,228 $302 / night |
|
| A Remote Caribbean Getaway | Feb 27, 2028 | 7 | Wind Surf |
from $2,590 $370 / night |
|
| A Journey across Oceanic Gems & the Unresistible Caribbean Charm | Mar 5, 2028 | 7 | EXPLORA II |
from $4,020 $574 / night |
|
| A Journey through Island Charm & Cultural Treasures | Mar 11, 2028 | 7 | EXPLORA IV |
from $4,020 $574 / night |
|
| Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing | Mar 12, 2028 | 22 | Wind Surf |
from $4,112 $186 / night |
|
| Beach Fun & Sun: A Remote Caribbean Getaway | Mar 12, 2028 | 7 | Wind Surf |
from $2,625 $375 / night |
|
| A Journey through Island Charm & Cultural Treasures | Apr 8, 2028 | 7 | EXPLORA IV |
from $3,755 $536 / night |
|
| A Journey through Island Charm & Cultural Treasures | Apr 22, 2028 | 7 | EXPLORA IV |
from $3,755 $536 / night |
|
| 10-Day Southern Caribbean Holiday | Dec 18, 2028 | 10 | Seabourn Quest |
from $5,119 $511 / night |
