Out Of Office Collective
- Email address verified
44 reviews
Nov 28 - Dec 5, 2025
Group size: 30 - 50
Out of Office Collective Caribbean Cruise
San Juan, Puerto Rico
Out Of Office Collective
- Email address verified
44 reviews
£NaN
Nov 28 - Dec 5, 2025
Group size: 30 - 50
About this trip
Accommodation
Terms & Conditions
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.
Itinerary
Day 1
Welcome to Puerto Rico!
Your Organizer
Out Of Office Collective
44 reviews
An inclusive, global travel and leisure community for young professionals and creatives.
Reviews
DC
Mel and Tamara were great at making everyone feel comfortable and organised the trip well. They kept us informed of timings and were easy to contact also. Would definitely recommend any of their trips
By Drew C for OOOSki: Japan on Mar 12, 2026
My trip was beyond what I expected! I had the best time with the people in my accommodation and met so many new people. The hotel was so nice and I was comfortable and relaxed. Would absolutely take an OOO trip again!
By Paula R for OOOSki: Japan on Mar 10, 2026
Great organisation, lovely trip. Everyone that went along was friendly and welcoming
By Niall R for Out of Office Collective to Greece on Feb 18, 2026
We thoroughly enjoyed our time at Dolomites, exploring the slopes, town and the hotel. AMA stay itself was absolutely beautiful and the wellness facilities were a highlight. While the food scene in the area was limited, we did enjoy some delicious traditional San Vigilio dishes. I’d recommend this trip to others!
I’d suggest more free time in future trips, especially one as physically exhausting (because of skiing/snowboarding, early starts/late ends to the day, additional socials) as this trip. However, maybe an extra day would’ve helped balance that out.
By Anisa A for OOOSki: Dolomites on Feb 15, 2026
My first time on a cruise and in the Caribbean, and it couldn’t have gone any better. Amazing trip!!
By Diana O for Out of Office Collective Caribbean Cruise on Feb 13, 2026