Category Archives: Travel

Starwood hotels team up with Uber

travelStarwood Hotels & Resorts loyalty program known as SPG announced a global partnership with Uber earlier this week, allowing members to earn points with each Uber ride they take.

According to the program, within 24 hours of your first stay at a Starwood hotel you can begin earning points if you join your accounts; earning 1 Starpoint per $1USD; Gold and Platinum SPG members can earn up to 4 Starpoints per USD.

And in 5 select cities on Saturday, February 28th from 2PM – 7PM local time, SPG and Uber will be giving riders the opportunity to experience a #SuiteRide with a one-of-a-kind “Starwood car” in Dubai, London, Mexico City, New York City, and San Francisco.

Want to learn more or link your SPG account to your Uber account to start racking up points?  Visit

Grand Cayman places of interest

travel, Caribbean

Seven Mile Beach on Grand Cayman Island

Grand Cayman is a Caribbean Island located just to the west of Jamaica and south of Cuba.  The tiny 20-something mile island in the Western Caribbean has plenty to offer but without a doubt its most famous attribute is its Seven Mile Beach.

Sergio at Stingray City

Sergio at Stingray City

If you’re not a beach person, Grand Cayman offers decent snorkeling and an opportunity to play with wild stingrays at “Stingray City”.  Stingray City is a sandbar a few miles off the coast of Grand Cayman where you can go and see and feed wild stingrays. We booked a trip with Captain Marvin’s, and I would happily recommend this company because of how much fun Sergio and I had there.

Travel, Grand Cayman, Cayman Islands

Camana Bay City Centre

If you’ve had too much sun or need to purchase something check out Camana Bay City Centre, which is a mixed use development that includes a handful of restaurants, clothing stores, cinema and bookstore (among other things).

For more tips on island  activities check out Trip Advisor or contact me, and I’d be happy to share a few more suggestions suitable to your taste and near where you will be staying.


Dining in Grand Cayman

dining in Caribbean, Grand Cayman

Calypso Grill’s deck in Grand Cayman

Grand Cayman has no shortage of great dining options and I would encourage anyone visiting to leave their hotel and do some exploring.  Trip Advisor does a nice job of listing a wide selection of dining options.  One of our more extravagant meals on the island was at Calypso Grill.  If you decide to go, request a table outside overlooking the water. For this New Englander, dining outside by the water in February is a rare treat and added to my dining experience.

Grand Cayman dining

Bread and Chocolate French Toast

As much as I enjoyed Calypso and some of the other places, it was two of the more casual dining establishments that Sergio and I enjoyed the most.  Neither of these places are by the water so if that is a must then simply bypass these options.  For visitors coming by cruise ship the first option is within walking distance of where you will disembark and is called Bread and Chocolate.  This tiny, hole-in-the-wall restaurant serves delicious (vegan) food and is a favorite among locals. I had no idea eating vegan was so delicious.

dining in Caribbean, Grand Cayman Island

Casual dining at Cimboco in Grand Cayman

The other restaurant I wanted to give a shout out to is Cimboco.  It is located just a few minutes by car from The Westin and Ritz Carlton in a small strip mall that also has a burger shack, smoothie store and coffee shop.  Cimboco hosts a $5.00 breakfast Monday thru Friday from 7:30 – 11:00 am that is tough to beat. Additionally, they make delicious sandwiches and pizzas (I’d recommend trying the eggplant pesto pizza) all very affordable.

While there were many more options, I thought I’d limit this post to three of my favorites: Calypso GrillBread and Chocolate and Cimboco. For more dining tips check out Trip Advisor rankings or contact me, and I’d be happy to share a few more suggestions suitable to your taste, price range and near where you will be staying.

Gay travel in Grand Cayman

Grand Cayman Islands Gay travelers have good reason to be wary of the Caribbean Islands.  While some islands are more tolerant than others, most are influenced by conservative Christian churches and many have a terrible track record with regards to LGBT rights.  Affluent, gay North American and European travelers aren’t subjected to the same overt discrimination that residents are but it might be smart to read, Global Gay Boyz post for LGBT travelers if you have never traveled to the Caribbean before.

Despite its wealth, The Cayman Islands remains a conservative society and while they are more tolerant than most Caribbean nations, overt forms of PDA are not wise. There isn’t any gay life to speak of in the traditional sense of a defined neighborhood or designated gay bars.  However, O Bar near Seven Mile Beach is a popular hang out where gay locals and travelers will frequent.  For more details visit O Bar’s Faceebook page.

While there is no gay beach, some will meet by the Royal Palms (restaurant and bar) or Calico Jack’s along Seven Mile Beach.  According to locals, Royal Palms “Industry Night” hosted each Wednesday, as well as Friday night and Sunday during the day are when Royal Palms will be busiest.  Calico Jack’s best night is Saturdays.

Regardless of where you go, it is easy to have  great time in Grand Cayman. There are many places to visit, dine and relax.  Should you be planning a trip and have questions, feel free to reach out to me by leaving a comment below or email me.

Grand Cayman Island

CaribbeanThe Cayman Islands are a tiny collection of three islands nestled in the Western Caribbean nearest Jamaica and Cuba.  The largest island, Grand Cayman, is 20+ mile long.  Grand Cayman is unlike most other Caribbean islands in that  off shore banking is actually the largest industry – not tourism. This means that you will find an affluent population of professional ex-pats (mostly Canadian) living there.

gay, travel, Caribbean, Cayman Islands

BosGuy and his coconuts

We visited two friends who are now Caymanians (yes that is what they are called); one originally from Trinidad & Tobago and the other from Scotland by way of Canada. While staying at our friend’s beautiful home we were able to really see the island through the eyes of locals.

I’ll write more about Grand Cayman this week including:

  • What to do if you arrive by cruise ship
  • Places of interest
  • Where to dine

Please share your experiences if you’ve visited before.  If you are contemplating a visit to Grand Cayman and have questions reach out to me by leaving a comment here on my blog or emailing me directly.

Caribbean dreaming on Grand Cayman

Sergio, Travel, Gay TravelSergio and I returned from spending a week in the Caribbean where we visited friends who live on Grand Cayman.  The trip was just what we needed.  We spent time exploring the island, meeting people and soaking up some much needed warmth and sun before returning to Boston.

I enjoyed our time there and will be sharing posts later this week about our experience, including travel tips should you decide to visit this tiny island.  If you have any questions about visiting the Cayman Islands, feel free to reach out to me by leaving a comment in this post or emailing me directly.

Boston Globe travel show is this weekend

Boston Globe Travel ShowAccording to Adam’s blog, Boston Hospitality and Tourism Industry Blog, The Boston Globe Travel Show is scheduled for this weekend.  Want to get out of town but can’t afford to get away?  Maybe you’d like to visit the show and see what travel deals are available?

Boston Globe Travel Show February 6 – 8, 2015

The show officially opens to the public on Friday at 5:30 and runs through Sunday, February 8th at 4:00 pm.  Travel show tickets are $10 if purchased online and $15 if purchased at the door.  More details about the show can be found here.