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About this trip
Join us for a 6-night, modern adults-only voyage as we explore four stunning Caribbean islands!
Our adventure begins in the sunny paradise of San Juan, Puerto Rico, where we set sail from the charming, historic streets of Old San Juan.
Our first stop is the vibrant island of St. Maarten, where Dutch and French cultures meet against a backdrop of breath-taking beaches.
Next, we explore the scenic beauty of St. Kitts and Nevis—known for its lush hillsides, friendly locals, and sweeping coastal views.
We then continue to Dominica, a land of lush, volcanic landscapes—renowned for its natural hot springs, waterfalls, and rainforest hikes.
Our final destination is Barbados, where lively island spirit meets crystal-clear waters, vibrant coral reefs, and a thriving local food scene—an ideal spot to unwind before we return to Puerto Rico.
This cruise promises a perfect mix of tropical tranquillity and cultural discovery at every port.
So, let’s go out of office to the Caribbean!
Accommodation
San Juan, Puerto Rico
On the night of Friday 28th November, we will be staying in a modern and stylish hotel, right by the departure port in Old San Juan.
Cruise Ship
We will be staying in the top tier and luxurious 'Sea Terrace' rooms, all of which have an ocean-view with a spacious balcony.
There are 2 room options: Shared and Solo.
Shared rooms can be booked by solo travellers and will be shared with another solo traveller. They can also be shared with a person of your choice. These rooms will have twin beds and are same gender unless requested otherwise.
Solo rooms are single occupancy, so the room is your own. These rooms will have a double bed.
For those in shared rooms, you will have the same roommate for both the San Juan hotel and the cruise.
Terms & Conditions
Any payment made towards booking your place on the holiday is non-refundable, except in the case that the trip is cancelled. If you can no longer attend and wish to get refund, you are responsible for selling your space to another party.
Attendees may be photographed or filmed during the trip. By booking this holiday, attendees grant permission for the organisers to use such media for promotional and documentation purposes.
What’s included
- One-way airport transferAirport transfer from San Juan Airport (SJU) to the hotel in Old San Juan, on Friday 28th November
- Accommodation1 night at a hotel in Old San Juan property
- BreakfastBreakfast in the San Juan hotel on Saturday 29th November
- Lunch and welcome socialLunch in the San Juan hotel on Saturday 29th November
- Cruise Accommodation6 nights in a Sea Terrace cruise cabin (ocean view with balcony)
- All-inclusive mealsAll-inclusive meal package at 20+ onboard eateries for 6 nights on the cruise, including breakfast, lunch, dinner, snacks and soft drinks
- Alcohol drinks allowance$200 per cabin, for the duration of the cruise
- Amenities on-board20+ eateries, wi-fi, fitness centre, entertainment, and much more!
- TipsAll gratuities on-board the ship
- Island tour - St MaatenA private group excursion, including return transportation to the ship
- Island tour - DominicaA private group excursion, including return transportation to the ship
- Private farewell dinnerA final dinner on-board the ship exclusively for the group
- RecommendationsExcursion, activity and sight-seeing recommendations for the islands where we do not have private group tours
- Goodie bag
- Exclusive OOOC merch
What’s not included
- FlightsFlights are not included and will need to be booked separately. Please book your flight to arrive into Luis Muñoz Marín International Airport (SJU) on Friday 28th November.
- Some alcoholic drinksAny alcoholic drinks outside of the $200 per room allowance will be self-funded.
- Island expensesAny food, activities, excursion or expenses during the island stops, that are not included as part of the tours in St Maarten and Barbados.
- Travel insuranceTravel insurance is not included and MUST be booked. Proof of insurance may be required.
- Any applicable visasIf you need a visa, you will be required to cover the cost yourself. Please leave enough time to apply and receive the visa.
- OtherAnything else that isn't covered in the 'What's Included' section.
Available Packages
A room shared with one other person of the same gender (unless requested otherwise). Perfect for solo travellers don't want a room to themselves or people who want to share a room with a partner or friend.
You can choose who you share a room with, but if you're coming solo and don't know anyone, we host pre-trip socials where you can meet other people coming on the trip.
We conduct a compatibility survey that uses factors such as age, sleeping habits and interests to match you with a roommate.
A room shared with one other person of the same gender (unless requested otherwise). Perfect for solo travellers don't want a room to themselves or people who want to share a room with a partner or friend.
You can choose who you share a room with, but if you're coming solo and don't know anyone, we host pre-trip socials where you can meet other people coming on the trip.
We can also send out a compatibility survey that uses factors such as age, sleeping habits and interests to match you with a roommate.
Solo rooms are perfect for those who want their own space. These rooms have one bed and can only be occupied by one person.
Itinerary
To avoid any travel day stress, we’ll be spending the night before the cruise at a beautiful hotel in Old San Juan. This is a great chance to settle in and meet the rest of the group before we sail out!