Here on the West Coast, most people travel to Mexico or Hawaii for their tropical vacations, but Scott and I only vacation in the Caribbean each year (except for one time we went to Mexico). It does take us a full day to get to our destination, but it’s worth it in the end.
It all began when we honeymooned in Antigua in 2003. The tropical warm breezes mixed with the smell of rum, sounds of steel drum bands and the mesmerizing turquoise waters got us hooked. On top of all of that, it was also the people from the islands that drew us in. There are definitely parts of the islands that are poverty stricken and many of the workers you encounter at your hotel, restaurant or taxi come from these neighborhoods. Yet, they are eternally happy around everyone and that’s what makes visiting the islands so memorable.
What Caribbean Islands have we visited?
Scott and I have been to Antigua four times, always staying at Sandals Resorts. Sandals is an all-inclusive resort chain with great resorts to vacation at in the Caribbean. Antigua’s capital, Saint John’s is a great city for shopping – be sure to check out their huge Farmer’s Market!
When we owned The Wine Alley, we always closed the first week of January to take our vacation. One word of caution – if you visit The Bahamas in the winter, remember that Nassau is pretty far north and it can be chilly in January! The islands are beautiful and visiting the pigs in the Exumas is on my bucket list.
Jamaica has been another favorite island for us and we’ve stayed all over the island. I think we have been there five times with White House being our favorite.
White House is on the west side, near a 500 acre wildlife refuge park (watch out for bugs on the uninhabited beach), Negril is great for beach activities and food, Ocho Rios is famous for Dunns River Falls and Sandals at Montego Bay is literally across the street from the airport!
Keep in mind when visiting anywhere in Jamaica (except Montego Bay), that it can take a couple of hours to get to the hotel. But in true Jamaican fashion, the drivers always take care of their passengers along the way.
Our most unique island visits
A few years ago, we decided to pick a brand new island to visit and we selected the Dominican Republic (not to be confused with Dominica). The Dominican Republic shares the island with Haiti. We stayed at a five star all-inclusive resort, which was beautiful. The waters of Dominican Republic are so insanely blue, they are blinding. There’s great history on the island, starting with Christopher Columbus. However, their sanitation system (lack of) and the tip expectations from everyone we encountered were a big bummer for us. I’m sure it has changed since then.
Then last year, we took an epic sailing cruise aboard the Star Flyer, which is part of the Star Clipper fleet. This journey started in Sint Maarten and headed south to Nevis/St. Kitts, Dominica, Guadeloupe, Isles des Saintes, Antigua, St. Barths and back to Sint Maarten. Be sure to watch our three part series on YouTube for the full footage!
US Virgin & British Virgin Islands
With all of our Caribbean vacations, it’s hard to believe that Scott and I have never traveled to the Virgin Islands. To say we’re excited about our upcoming bareboat charter with The Moorings in the BVI’s is an understatement. Over the past few weeks, we’ve been researching where to anchor, where to visit and eat. The charter is only for six days and then we will spend two nights on St. Thomas. This will give us a chance to explore the island over a day and a half. Both islands are still recovering from Hurricane Irma and after seeing what Sint Maarten looked like, we’re prepared.
We’ve mentioned in a few blog posts and YouTube episodes, that if you have chartered in the BVIs before, please share with us any advise you have. This includes provisioning, places to visit, what to wear, etc. We know we have to have a flexible schedule & itinerary based on the weather forecast, so we want to have our options lined up.
Time to practice anchoring
This weekend the forecast is decent and the four of us (Scott, Maria, Ben and I) are planning on heading out to practice anchoring. We had hoped to stay over night on anchor, but since we’ve only anchored once, it’s best we do a day anchor for lunch first. The weather can turn ugly in the PNW and the last thing we need to do is drag anchor and run around.
Be sure to follow us on Facebook , Twitter and Instagram @BoatingJourney, so you can see our stories and get current updates on our progress. Also, check out our YouTube channel at @BoatingJourney and subscribe for future episodes.
As always, thank you for following us! We have some exciting things planned for this summer, so stay tuned! Cheers, Scott and Ally
#BoatingJourney #BoatingLife
