10-Night Southern & Western Caribbean
Overview
This 10-night Caribbean sailing aboard the Islander departs Tampa on Sep 13, 2027, visiting Cabo Rojo, Dominican Republic, Oranjestad, Aruba, Willemstad, Curacao, Montego Bay, Jamaica, George Town, Grand Cayman. See the day-by-day schedule and how each cabin’s price has moved below.
Voyage schedule
- Day 1
Departs 3:30 PM - Day 2 At SeaSailing
- Day 3 At SeaSailing
- Day 4
Arrives 7:00 AM · Departs 3:00 PM8h alongside· all-aboard ~2:30 PM· be back 1:45 PM·~6h 15m ashoreOne anchor plus a flexible layer, with the return protected. - Day 5
Arrives 1:00 PM · Departs 9:00 PM8h alongside· all-aboard ~8:30 PM· be back 7:45 PM·~6h 15m ashoreOne anchor plus a flexible layer, with the return protected. - Day 6
Arrives 8:00 AM · Departs 4:00 PM8h alongside· all-aboard ~3:30 PM· be back 2:45 PM·~6h 15m ashoreOne anchor plus a flexible layer, with the return protected. - Day 7 At SeaSailing
- Day 8
Arrives 9:00 AM · Departs 5:00 PM8h alongside· all-aboard ~4:30 PM· be back 3:45 PM·~6h 15m ashoreOne anchor plus a flexible layer, with the return protected. - Day 9
Arrives 7:00 AM · Departs 3:00 PM8h alongside· all-aboard ~2:30 PM· be back 1:45 PM·~6h 15m ashore·tenderOne anchor plus a flexible layer, with the return protected. A tender adds time at both ends and can be cancelled by swell. - Day 10 At SeaSailing
- Day 11
Arrives 7:00 AM
Arrival and departure are Margaritaville at Sea’s published times for this sailing. All-aboard, the return time and the hours ashore are our own planning arithmetic from those — all-aboard taken as 30 minutes before departure, back at the pier 45 minutes before that, and half an hour to clear the ship on arrival. Your ship’s posted all-aboard time is the only binding figure, and a schedule can move after we capture it.
Port photos by Chris Kim Creatives on Pexels , Joaquin Lopez on Pexels , Katie Schankula on Pexels , Abdel Achkouk on Pexels , Ranteen Dixon on Pexels , Haley Black on Pexels
Plan this sailing
What to do in each port, where to eat and drink on the Islander, and how its cabins compare.
Shore excursions by port
- Cabo Rojo Port guide · no excursion prices yet
- Oranjestad 24 excursions · $60–$330
- Willemstad 28 excursions · $60–$300
- Montego Bay 24 excursions · $80–$400
- George Town 40 excursions · $70–$200
On board the Islander
- Mexican Cutie CantinaDining
- LandShark Bar and LookoutBar
- Radio Margaritaville: Live at SeaThings to do
- Fins DiningDining
Cabins and decks
Before you go
Who else is sailing?
A roll call group exists for this sailing — meet your shipmates, compare excursion plans and sort out shared transfers before you board.
Margaritaville at Sea Islander — September 13–23, 2027 ↗Roll call for the Sep 13–23, 2027 ten-night sailing.
Price & availability history
Use the left and right arrow keys to read each capture date.
| Date | Inside | Ocean View | Balcony | Suite |
|---|---|---|---|---|
| Latest 2026-11-10 | $1,049 ▲ $50 | $1,249 | $1,549 | $3,099 |
| 2026-11-09 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-11-08 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-11-07 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-11-06 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-11-05 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-11-04 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-11-03 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-11-02 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-11-01 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-31 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-30 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-29 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-28 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-27 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-26 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-25 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-24 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-23 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-22 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-21 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-20 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-19 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-18 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-17 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-16 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-15 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-14 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-13 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-12 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-11 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-10 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-09 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-08 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-07 | $999 | $1,249 | $1,549 | $3,099 |
| 2026-10-06 | $999 | $1,249 | $1,549 ▲ $120 | $3,099 |
| 2026-10-05 | $999 | $1,249 | $1,429 | $3,099 |
| 2026-10-04 | $999 | $1,249 | $1,429 | $3,099 |
| 2026-10-03 | $999 | $1,249 | $1,429 | $3,099 |
| 2026-10-02 | $999 | $1,249 | $1,429 | $3,099 |
| 2026-10-01 | $999 | $1,249 | $1,429 | $3,099 |
| 2026-09-30 | $999 | $1,249 | $1,429 | $3,099 |
| 2026-09-29 | $999 | $1,249 | $1,429 | $3,099 |
| 2026-09-28 | $999 | $1,249 | $1,429 | $3,099 |
| 2026-09-27 | $999 | $1,249 | $1,429 | $3,099 |
| 2026-09-26 | $999 ▲ $20 | $1,249 ▲ $50 | $1,429 ▲ $30 | $3,099 ▲ $100 |
| 2026-09-25 | $979 | $1,199 | $1,399 | $2,999 |
| 2026-09-24 | $979 | $1,199 | $1,399 | $2,999 |
| 2026-09-23 | $979 | $1,199 ▲ $100 | $1,399 ▲ $200 | $2,999 |
| 2026-09-22 | $979 | $1,099 | $1,199 | $2,999 |
| 2026-09-21 | $979 | $1,099 | $1,199 | $2,999 |
| 2026-09-20 | $979 | $1,099 | $1,199 | $2,999 |
| 2026-09-19 | $979 | $1,099 | $1,199 | $2,999 |
| 2026-09-18 | $979 | $1,099 | $1,199 | $2,999 |
| 2026-09-17 | $979 | $1,099 | $1,199 | $2,999 ▲ $100 |
| 2026-09-16 | $979 | $1,099 | $1,199 | $2,899 |
| 2026-09-15 | $979 | $1,099 | $1,199 | $2,899 |
| 2026-09-14 | $979 | $1,099 | $1,199 | $2,899 |
| 2026-09-13 | $979 | $1,099 | $1,199 | $2,899 |
| 2026-09-12 | $979 | $1,099 | $1,199 | $2,899 |
| 2026-09-11 | $979 | $1,099 | $1,199 | $2,899 |
| 2026-09-10 | $979 ▲ $30 | $1,099 ▲ $20 | $1,199 ▲ $50 | $2,899 |
| 2026-09-09 | $949 | $1,079 | $1,149 | $2,899 |
| 2026-09-08 | $949 | $1,079 | $1,149 | $2,899 |
| 2026-09-07 | $949 | $1,079 | $1,149 | $2,899 |
| 2026-09-06 | $949 | $1,079 | $1,149 | $2,899 |
| 2026-09-05 | $949 | $1,079 | $1,149 | $2,899 |
| 2026-09-03 | $949 | $1,079 | $1,149 | $2,899 |
| 2026-09-02 | $949 | $1,079 | $1,149 | $2,899 |
| 2026-09-01 | $949 | $1,079 | $1,149 | $2,899 |
| 2026-08-31 | $949 | $1,079 | $1,149 | $2,899 |
| 2026-08-30 | $949 | $1,079 | $1,149 | $2,899 |
| 2026-08-29 | $949 | $1,079 | $1,149 | $2,899 |
| 2026-08-28 | $949 | $1,079 | $1,149 | $2,899 |
| 2026-08-27 | $949 | $1,079 | $1,149 | $2,899 |
| 2026-08-26 | $949 | $1,079 | $1,149 | $2,899 |
| 2026-08-25 | $949 ▼ $4 | $1,079 ▼ $4 | $1,149 ▲ $6 | $2,899 ▼ $4 |
| 2026-08-24 | $953 | $1,083 | $1,143 | $2,903 |
| 2026-08-23 | $953 | $1,083 | $1,143 | $2,903 |
| 2026-08-22 | $953 ▲ $4 | $1,083 ▲ $4 | $1,143 ▲ $4 | $2,903 ▲ $4 |
| 2026-08-21 | $949 | $1,079 | $1,139 | $2,899 |
| 2026-08-20 | $949 | $1,079 | $1,139 | $2,899 |
| 2026-08-19 | $949 | $1,079 | $1,139 | $2,899 |
| 2026-08-18 | $949 | $1,079 | $1,139 | $2,899 |
| 2026-08-17 | $949 | $1,079 | $1,139 | $2,899 |
| 2026-08-16 | $949 | $1,079 | $1,139 | $2,899 |
| 2026-08-15 | $949 | $1,079 | $1,139 | $2,899 |
| 2026-08-14 | $949 | $1,079 | $1,139 | $2,899 |
| 2026-08-13 | $949 | $1,079 | $1,139 | $2,899 |
| 2026-08-12 | $949 | $1,079 | $1,139 | $2,899 ▲ $100 |
| 2026-08-11 | $949 | $1,079 | $1,139 | $2,799 |
| 2026-08-10 | $949 ▼ $4 | $1,079 ▼ $4 | $1,139 ▼ $4 | $2,799 ▼ $4 |
| 2026-08-09 | $953 | $1,083 | $1,143 | $2,803 |
| 2026-08-08 | $953 | $1,083 ▲ $30 | $1,143 ▲ $20 | $2,803 ▲ $30 |
| 2026-08-07 | $953 | $1,053 | $1,123 | $2,773 |
| 2026-08-06 | $953 | $1,053 | $1,123 | $2,773 |
| 2026-08-05 | $953 | $1,053 | $1,123 | $2,773 |
| 2026-08-04 | $953 | $1,053 | $1,123 | $2,773 |
| 2026-08-03 | $953 | $1,053 | $1,123 | $2,773 |
| 2026-08-02 | $953 | $1,053 | $1,123 | $2,773 |
| 2026-08-01 | $953 | $1,053 | $1,123 | $2,773 |
| 2026-07-31 | $953 | $1,053 | $1,123 | $2,773 |
| 2026-07-30 | $953 | $1,053 | $1,123 | $2,773 |
| 2026-07-29 | $953 | $1,053 | $1,123 | $2,773 |
| 2026-07-28 | $953 | $1,053 | $1,123 | $2,773 |
| 2026-07-27 | $953 | $1,053 | $1,123 | $2,773 |
| 2026-07-26 | $953 | $1,053 | $1,123 | $2,773 |
| 2026-07-25 | $953 | $1,053 | $1,123 | $2,773 |
| 2026-07-24 | $953 | $1,053 | $1,123 | $2,773 |
| 2026-07-23 | $953 ▲ $130 | $1,053 ▲ $130 | $1,123 ▲ $100 | $2,773 ▲ $150 |
| 2026-07-15 | $823 | $923 | $1,023 | $2,623 |
| 2026-07-14 | $823 | $923 | $1,023 | $2,623 |
Lowest fare per cabin category on each capture date. Indicative — changes with dynamic pricing.
MAS Parrotheads is an independent Margaritaville at Sea fan resource. Pricing is per person based on two guests sharing; sailing solo is not half this price and normally carries a single supplement we do not display and changes with dynamic pricing — always confirm on the official site. Gratuities and any fuel supplement are Margaritaville at Sea’s own published rates and are charged on board, on top of the fare shown. “Request info” opens a pre-filled email, not a booking. Not affiliated with Margaritaville at Sea.