Since 1978 I have been to the following islands for 2 week vacations except as noted.

Paradise Island/Nassau
Jamaica (5 times)
Cuba
BVI's (twice, Tortola, Virgin Gorda)***
St. Thomas (day trip)
St. John (day trip)
St. Martin
Anguilla(day trip)
St. Kitts/Nevis
Grenada ***
Aruba
Curacao
Turks & Caicos (Provo, day trips to Middle and North)***
Puerto Rico (5 days)
Grand Cayman (cruise stop)
Cozumel/Playa Del Carmen (cruise stop)

Have also cruised the Panama Canal and spent 2 weeks touring Costa Rica.

A lot of these have been cruise stops:
Cozumel x2 (cruise)
Grand Cayman (cruise)
Jamaica x3 (cruise x1, vacation x2)
Key West (cruise)
Roatan (cruise)
Nassau (cruise, Bahamas)
Castaway Cay (cruise, disney's private island)
Cuba x2
Cayo Coco, Cuba (one of the surrounding islands)
Dominican Republic

Now I have also been to Europe x2, and an Alaskan cruise, Disney for other trips...by far my fav place in the whole world hands down was Switzerland for shear beauty

Me- Bahamas(several times)
Aruba
St. Thomas
Puerto Rico

Wow, after reading all these answers, I guess I had better get busy!

St. Martin x3
St. Kitts x2
Nevis x2
Guadeloupe
Bahamas
Aruba

Maui

I was just thinking, does Norman Island count if I only snorkeled there :) ???
Sandy Cay (BVI)
Willie T-an island in and of itself! I am not really sure which island it is a part of.
And meant to add Trinidad/Tobago to my list of "wants".

Although I'm a bahamas girl.. I'm lucky enough to travel a bit.

St. Thomas, St Croix, Martinique, Nevis, Antigua, Bermuda, Barbadoes, Trindad, Tobago, Aruba, Bonaire, Haiti, Grand Cayman, Cayman Brac, Jamaica, Puerto Rico, Cozumel, Paradise Island, Abaco, Andros, Grand bahamas, Harbour Island, Eleuthera, Great Exuma, San Salvador, Cat Island, Long Island, Great Inagua, Provedicale, South Caicos, French Cay,
Tortola, Virgin Gorda, and
New Providence (I have a home here).

A lot of my travels have been for diving, and we oftentimes stay on our boat. (or friends boats).

Kauai
Aruba
St John
Grand Cayman

Ziggy? Damian??? Ziggy who???
Nope...not that popular. The popular ones are the Dancehall DJ's. But I don't really listen to the stuff so mayhap I'm not the best person to answer :)

Geez Louise!! You folks should all write a book! :)) And here I was thinking that if you've been to one Caribbean island you've been to them all! :))

Funny enough I live in the Caribbean and have never really had the urge to go traveling within it...;)

Where's Tiverton???

Not as many as most of you but here is my short list

St. Thomas
St. Croix
PR
Cuba
Grand Bahama Island
St. Lucia
Tortola
Antigua
Grenada
Barbados
Ohio
Maui
Cozumel
Isla Mujeres

Going to T&C in Feb

LMAO - didn't mean Ohio, meant Oahu....too funny.......now where's that edit button.

My list, including a few discussed on this forum but not technically in the Caribbean, is as follows:

Bermuda
Nassau
Exuma
Cat Island
Long Island
Providenciales
Middle Caicos
Grand Turk
Puerto Rico
Dominican Republic
Cancun (not an island)
St. Thomas
St. John
Tortola
Beef Island
Peter Island
Cooper Island
Virgin Gorda
Anegada
Jost Van Dyke
Necker Island
Norman Island
Assorted Cays in the BVI's
Anguilla
Prickley Pear Island
St. Martin/Sint Maarten
St. Barth's
St. Kitt's
Nevis
Antigua
Barbuda
St. Lucia
St. Vincent
Bequia
Mayreau
Mustique
Canouan
Union Island
Petit St. Vincent
Petit Martinique
Tabago Cays
Palm Island
Carriacou
Grenada

I'm sure I missed a few "small" isles that I visited for day trips.

As a travel agent I have been fortunate to be able to visit quite a few islands.

Starting from the north:

Bermuda (airport only), Cuba, Jamaica, Turks & Caicos, Grand Cayman (on a cruise), Cozumel (on a cruise), Dominican Republic, St. Kitts, Nevis, Antigua, Montserrat, St. Lucia (airport only) and Barbados.

Forgot about the Bahamas and San Juan (changing planes).

A_Traveler,
Necker Island? Did you happen to stay at Branson's place by any chance? ;)

Anguilla
Aruba
Nassau/Paradise Island
Grand Cayman
Turks and Caicos

Cruise stops only:
St. Thomas

My list is too short!!!
Puerto Rico

oops..my post should read:

Anguilla
Aruba
Nassau/Paradise Island
Grand Cayman
Turks and Caicos

Cruise stops only:
St. Thomas
Puerto Rico

My list is too short!!

My list is WAY too short, but I'm only in my twenties, so there's time to work on it yet :)

Cozumel
Grand Cayman
Anguilla
Antigua
St. Lucia
St. John
St. Thomas
Jost Van Dyke
Puerto Rico
Virgin Gorda

TO JAGIRL - don't get too impressed. I was on Necker Island for a tour of the facilities a number of years ago - did not stay overnight - memory is hazy but I don't think Branson owned it at that time but nonetheless it was a truly remarkable resort.

Short but sweet -
Anguilla
Tortola (w/day trips to VG and Jost Van Dyke)
Cancun (Cozumel)
Curacao
Abacos (Elbow cay, Great Guana Cay, Marsh Harbour)
Virgin Gorda

Oh missed one Turks and Caicos