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Temptation Caribbean Cruise October 2027
Miami, Florida street map |
host Original Group |
Staterooms from $185 USD
Per person, per night + surcharges • Best rates go to the earliest bookers
Book early for best cabin selection • Restrictions apply
Sail Dates
Oct 16 – 21, 2027
Departs From
Miami, Florida
Ports of Call
Jamaica & Cayman
Days at Sea
2 Full Days
Sail from Miami to Montego Bay and Grand Cayman, with two full days at sea where anticipation builds and boundaries fade. Tropical beauty on shore, bold experiences onboard.
Pool parties, daring theme nights, couples-only workshops, contests, and world-class DJs bring the heat. Au naturel areas, unlimited drinks, and gourmet dining handle the rest.
From sunrise to the final night, the Caribbean becomes the ultimate playground to be yourself.
Miami • Montego Bay • George Town • Miami
| Day | Weekday | Date | Port | Arrive | Depart |
|---|---|---|---|---|---|
| 1 | Saturday | Oct 16, 2027 | Miami, Florida | — | 16:00 |
| 2 | Sunday | Oct 17, 2027 | At Sea | — | — |
| 3 | Monday | Oct 18, 2027 | Montego Bay, Jamaica | 10:00 | 18:00 |
| 4 | Tuesday | Oct 19, 2027 | George Town, Grand Cayman | 08:00 | 17:00 |
| 5 | Wednesday | Oct 20, 2027 | At Sea | — | — |
| 6 | Thursday | Oct 21, 2027 | Miami, Florida | 07:00 | Disembark by 09:00 |
* Ports, arrival, and departure times are subject to change without prior notice.
Day 1 • Oct 16
Miami, Florida
Depart 16:00
Miami shines with sun, style, and nonstop energy. Lounge, sip, and savor the moment before boarding, where bold fun and epic entertainment await.
Day 2 • Oct 17
At Sea
Full day onboard
No land? No problem. Pool parties, bold workshops, and provocative shows keep the energy high. Sea days here are anything but ordinary.
Day 3 • Oct 18
Montego Bay, Jamaica
10:00 – 18:00
Feel the heartbeat of Jamaica. Sun-soaked beaches, lively markets, and the rhythm of reggae in the air. Taste, wander, and embrace the island spirit.
Day 4 • Oct 19
George Town, Grand Cayman
08:00 – 17:00
Serene waters, pastel harbors, and surprises around every corner. Swim, stroll, and let the island’s refined yet spirited energy guide your day.
Day 5 • Oct 20
At Sea
Full day onboard
Sun, sea, and fun. Risqué adventures and epic entertainment on deck turn one day at sea into endless opportunities to play.
Day 6 • Oct 21
Miami, Florida
Arrive 07:00
Golden sun, sexy secrets, and a hint of mischief. What happened on the ship stays on the ship. Step off with a tan and stories worth keeping.
Pack light. We handled the rest.
Deluxe beverage package with top national & international brands
Included restaurants plus a 24-hour buffet
From poolside to late-night, always somewhere open
Five nights, five ways to play
Thematic parties at sea with world-class DJs
Cruise-only sessions led by professional experts
Provocative adult-centric entertainment nightly
Couples-only, au naturel, judgment-free
Room service, specialty restaurants, and Starbucks are available for an additional fee.
Only on a Temptation cruise
A space for couples looking to expand their horizons, where freedom reigns and judgment doesn’t exist. Explore together, at your own pace, on your own terms.
The deck is their stage. They create the laughter, games, and surprises that pull everyone in. You bring the vibe, they turn the deck into a nonstop playground.
Mic in hand and energy to spare, Mario turns every moment into a show. From surprise contests to epic nights, he keeps the fun flowing start to finish.
Your backstage pass to fantasy
Five nights, five ways to play. Each night has its own theme. Dress bold, step into a role, and let the night surprise you. Outrageous outfits encouraged.
No rules, just waves of fun. Our thematic pool parties at sea make every splash a little scandalous, and the only thing hotter than the sun is the crowd.
Staterooms from $185 USD per person, per night
Adults only, 21+. Couples and singles welcome. Certain areas, including the Playroom, are couples-only.
Topless-optional in designated areas, au naturel at the couples-only spot. Theme nights are half the fun, so pack accordingly.
A valid passport is strongly recommended. Check entry requirements for Jamaica and the Cayman Islands before you sail.
Respect and consent come first, always. Photos and video are not permitted in adult-designated areas.
When booking through a third party, look for the Original Group Certified Partner badge. This badge is given only to certified business partners who officially represent the brand.