Top Caribbean Luxury & Special Occasions

Q: Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Caribbean Luxury & Special Occasions with Instant Confirmation include: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Luxury & Special Occasions have Hotel Pickup?

No problem. These Caribbean Luxury & Special Occasions include Hotel Pickup: Discover El Yunque National Park: Half-Day Rainforest Tour Half-Day Aruba Island Tour from Oranjestad Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour San Juan Sunset Harbor Boat Ride View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Day Trip to Bob Marley Nine Mile from Montego Bay or Falmouth

Visit the birthplace and hometown of reggae legend Bob Marley during this day trip. Explore the remote village of Nine Miles, located in St. Ann …More

Montego Bay, Jamaica

5.0 (2)

Day Trip to Bob Marley Nine Mile from Montego Bay or Falmouth

Visit the birthplace and hometown of reggae legend Bob Marley during this day trip. Explore the remote village of Nine Miles, located in St. Ann...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$68

Pirates Tour in St Vincent Cruise Passengers

This tour lets you capture how beautiful and unique St. Vincent is. Stops will be made other than places highlighted so guests can take photos …More

Kingstown, St Vincent and the Grenadines

5.0 (2)

Pirates Tour in St Vincent Cruise Passengers

This tour lets you capture how beautiful and unique St. Vincent is. Stops will be made other than places highlighted so guests can take photos...

3 to 4 hours Free Cancellation

5.0 (2)

from
$50

An Exciting, Scenic and Historical Island Tour

We provide the most accurate and informative historical tour of St. Kitts, in a professional, healthy and safe environment, while doing the tour in either …More

4.0 (6)

An Exciting, Scenic and Historical Island Tour

We provide the most accurate and informative historical tour of St. Kitts, in a professional, healthy and safe environment, while doing the tour in either...

2 hours 30 minutes Hotel pickup offered Free Cancellation

4.0 (6)

from
$150

Kingston Reggae Tour: Marley Museum, Trench Town & Devon House

Dive deep into the heart of reggae history and the life of the legendary Bob Marley by booking this unforgettable tour. Visit **Tuff Gong Recording …More

Kingston, Jamaica

5.0 (2)

Kingston Reggae Tour: Marley Museum, Trench Town & Devon House

Dive deep into the heart of reggae history and the life of the legendary Bob Marley by booking this unforgettable tour. Visit **Tuff Gong Recording...

4 hours Free Cancellation

5.0 (2)

from
$260

Dominica Half-Day Tour: Mero Beach, Waterfalls, Mineral bath Wotten Waven

Be prepared to splash around and get wet. You will experience multiple forms of water including sea, rivers, waterfalls and mineral baths. Drive through villages …More

4.8 (4)

Dominica Half-Day Tour: Mero Beach, Waterfalls, Mineral bath Wotten Waven

Be prepared to splash around and get wet. You will experience multiple forms of water including sea, rivers, waterfalls and mineral baths. Drive through villages...

5 hours Free Cancellation

4.8 (4)

from
$147

Bob Marley Nine Mile Sightseeing Tour from Falmouth

Begin your tour with a stop at the open air museum, Columbus Park. Continue on to Nine Mile, the birthplace and final resting place of …More

Falmouth, Jamaica

5.0 (4)

Bob Marley Nine Mile Sightseeing Tour from Falmouth

Begin your tour with a stop at the open air museum, Columbus Park. Continue on to Nine Mile, the birthplace and final resting place of...

6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$175

Private Guided Kingston Day Tour from Ocho Rios

Get personalized attention and enjoy a flexible itinerary during this private tour of Kingston's highlights from Ocho Rios. Spend a day visiting important sites such …More

Kingston, Jamaica

5.0 (3)

Private Guided Kingston Day Tour from Ocho Rios

Get personalized attention and enjoy a flexible itinerary during this private tour of Kingston's highlights from Ocho Rios. Spend a day visiting important sites such...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$245

Private Montego Bay Highlights Guided Tour from Falmouth

Take an unique guided tour through Montego Bay while staying in falmouth hotel or docking at the cruise port. This beautiful Jamaican city has much …More

Falmouth, Jamaica

5.0 (3)

Private Montego Bay Highlights Guided Tour from Falmouth

Take an unique guided tour through Montego Bay while staying in falmouth hotel or docking at the cruise port. This beautiful Jamaican city has much...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$185

Luminous Lagoon Night Tour from Montego Bay

Glistening waters is one of Jamaicas most ineresting natural night attraction. It exists 4 places in the world and it is Jamaica´s only natural night …More

Falmouth, Jamaica

5.0 (4)

Luminous Lagoon Night Tour from Montego Bay

Glistening waters is one of Jamaicas most ineresting natural night attraction. It exists 4 places in the world and it is Jamaica´s only natural night...

3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$80

Grenada Private Spice Walk: Taste Authentic Island Herbs & Spices

The ONE experience every Grenada visitor should have, because honestly, visiting the Spice Island without a spice walk is like visiting Paris without seeing the …More

St. George's, Grenada

5.0 (1)

Grenada Private Spice Walk: Taste Authentic Island Herbs & Spices

The ONE experience every Grenada visitor should have, because honestly, visiting the Spice Island without a spice walk is like visiting Paris without seeing the...

3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$60

Luminous Lagoon Night Cruise From Montego Bay

On this excursion you will see things that will make you appreciate the beauty Mother Nature has created for us to witness and experience! Truly, …More

Montego Bay, Jamaica

5.0 (3)

Luminous Lagoon Night Cruise From Montego Bay

On this excursion you will see things that will make you appreciate the beauty Mother Nature has created for us to witness and experience! Truly,...

45 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$58

Full-Day Charter Virgin Gorda British Virgin Islands

Embark on the "Full-Day Charter in Virgin Gorda" with Grandeur Charters BVI, cruising aboard the elegant 48ft Cranchi Atlantique monohull yacht, Aqua Symphony. Your luxury …More

Tortola, British Virgin Islands

5.0 (2)

Full-Day Charter Virgin Gorda British Virgin Islands

Embark on the "Full-Day Charter in Virgin Gorda" with Grandeur Charters BVI, cruising aboard the elegant 48ft Cranchi Atlantique monohull yacht, Aqua Symphony. Your luxury...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$5,000

Puerto Plata: Escapada Cultural Tour in Puerto Plata

Escape to discover the authentic culture of the Dominican people. You will be accompanied by an official guide who will transmit his extensive knowledge as …More

Puerto Plata, Dominican Republic

4.3 (6)

Puerto Plata: Escapada Cultural Tour in Puerto Plata

Escape to discover the authentic culture of the Dominican people. You will be accompanied by an official guide who will transmit his extensive knowledge as...

8 hours 30 minutes Hotel pickup offered Free Cancellation

4.3 (6)

from
$78

Luminous Lagoon and Glistening Water Tour from Montego Bay

*Private Tours from Montego Bay guarantee the best and most anticipated tour journey, taking on some of the top destination spots such as Luminous Lagoon. …More

Montego Bay, Jamaica

5.0 (2)

Luminous Lagoon and Glistening Water Tour from Montego Bay

*Private Tours from Montego Bay guarantee the best and most anticipated tour journey, taking on some of the top destination spots such as Luminous Lagoon....

1 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$41

This tour gives travellers whose sole interest is Arts and Crafts an opportunity to get away from the mundane and mediocre island tours and really …More

Five Islands Village, Antigua and Barbuda

5.0 (1)

Private Art Tour or Food Tour

This tour gives travellers whose sole interest is Arts and Crafts an opportunity to get away from the mundane and mediocre island tours and really...

1 to 3 hours Hotel pickup offered

5.0 (1)

from
$125

Private Round Trip Transfer for Jamaican Jerk at Scotchie's Ocho Rios

Jamaican jerk pork and chicken have been voted on the list of ‘The 50 things to eat before you die’. Don't miss the opportunity to …More

Ocho Rios, Jamaica

5.0 (4)

Private Round Trip Transfer for Jamaican Jerk at Scotchie's Ocho Rios

Jamaican jerk pork and chicken have been voted on the list of ‘The 50 things to eat before you die’. Don't miss the opportunity to...

2 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$19

Falmouth Shore Excursion: Blue Hole near Ocho Rios

When your cruise ship docks in Falmouth, hop off for a tour to the Blue Hole in Ocho Rios. Swim in the pristine fresh waters …More

Trelawny, Jamaica

5.0 (3)

Falmouth Shore Excursion: Blue Hole near Ocho Rios

When your cruise ship docks in Falmouth, hop off for a tour to the Blue Hole in Ocho Rios. Swim in the pristine fresh waters...

4 to 5 hours Free Cancellation

5.0 (3)

from
$301

We will await for you at the Cruise Port Main Gate, shuttle you to company, quick run down on the wrangler usage, and give you …More

5.0 (2)

Private Jeep Wrangler island Tour

We will await for you at the Cruise Port Main Gate, shuttle you to company, quick run down on the wrangler usage, and give you...

3 to 5 hours Free Cancellation

5.0 (2)

from
$320

Some people want something simple but yet seem like they have done it all. We pick the best spots for our tours. Get your cameras …More

Choc, St Lucia

5.0 (2)

St Lucia Panoramic Views

Some people want something simple but yet seem like they have done it all. We pick the best spots for our tours. Get your cameras...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$87

Kingston City Tour from Ocho Rios or Runaway Bay

Se habla espanol. This tour is for guests who are staying in Ocho Rios and Runaway Bay. On this fascinating bus tour through Kingston Jamaica …More

Runaway Bay, Jamaica

5.0 (2)

Kingston City Tour from Ocho Rios or Runaway Bay

Se habla espanol. This tour is for guests who are staying in Ocho Rios and Runaway Bay. On this fascinating bus tour through Kingston Jamaica...

8 hours Hotel pickup offered

5.0 (2)

from
$185

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Luxury & Special Occasions?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Luxury & Special Occasions are:

What are the best kid-friendly options for Caribbean Luxury & Special Occasions Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Luxury & Special Occasions are:

View all kid-friendly Tours →

Which Caribbean Luxury & Special Occasions have Instant Confirmation?

Which Caribbean Luxury & Special Occasions have Free Cancellation?

Caribbean Luxury & Special Occasions with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Luxury & Special Occasions have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?