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 San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise 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 Full-Day Aruba History and Must-See Landmarks Tour Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Aruba UTV & ATV Adventure 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 →

Dunn's River Falls & Blue Hole from Montego Bay or Falmouth

Spend a full day in beautiful Ocho Rios on an eco adventure. Visit 2 of Northern Jamaica's most attractive outdoor spots. Climb the majestic Dunn's …More

Montego Bay, Jamaica

5.0 (5)

Dunn's River Falls & Blue Hole from Montego Bay or Falmouth

Spend a full day in beautiful Ocho Rios on an eco adventure. Visit 2 of Northern Jamaica's most attractive outdoor spots. Climb the majestic Dunn's...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$70

Puerto Plata Shore Excursion, Snorkeling tour & Sosua Beach Day

Enjoy the underwater world in Sosua, we will take you out to two different Snorkeling reefs. We provide with the snorkeling equipment and instructor. After …More

Puerto Plata, Dominican Republic

4.8 (52)

Puerto Plata Shore Excursion, Snorkeling tour & Sosua Beach Day

Enjoy the underwater world in Sosua, we will take you out to two different Snorkeling reefs. We provide with the snorkeling equipment and instructor. After...

5 hours 30 minutes Free Cancellation

4.8 (52)

from
$66

St.Martin-St.Maarten: Small Group, History & Cheese Tasting Tour

St Martin has the remains of three forts of which two can be visited. Each fort offers a great view of one of the two …More

5.0 (4)

St.Martin-St.Maarten: Small Group, History & Cheese Tasting Tour

St Martin has the remains of three forts of which two can be visited. Each fort offers a great view of one of the two...

4 hours Free Cancellation

5.0 (4)

from
$159

Private Shuttle to Bamboo Blu Beach Club from Ocho Rios

Unwind to the sound of sea waves and swaying palms as you relax at the Bamboo Blu Beach Club, the hidden jewel of Ocho Rios. …More

Kingston, Jamaica

5.0 (2)

Private Shuttle to Bamboo Blu Beach Club from Ocho Rios

Unwind to the sound of sea waves and swaying palms as you relax at the Bamboo Blu Beach Club, the hidden jewel of Ocho Rios....

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$58

Private Stingray City Snorkeling and BioBay Charter for 6 Guests

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and Bio Bay magic. Your 2-person crew with …More

Grand Cayman, Cayman Islands

5.0 (37)

Private Stingray City Snorkeling and BioBay Charter for 6 Guests

This private 6 hour afternoon & evening adventure is a wonderful combination of daytime fun, sunset dining and Bio Bay magic. Your 2-person crew with...

6 hours

5.0 (37)

from
$1,600

Irie Blue Hole Adventure Tour from Kingston

Spend the day exploring some of Jamaica's beautiful rainforests on this sightseeing adventure tour to the famous Island Gully Falls and Blue Hole in the …More

Kingston, Jamaica

5.0 (1)

Irie Blue Hole Adventure Tour from Kingston

Spend the day exploring some of Jamaica's beautiful rainforests on this sightseeing adventure tour to the famous Island Gully Falls and Blue Hole in the...

7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$236

VIP tour to Paradise Island & The Mangroves

The VIP tour to Paradise Island starts early in the morning because we like to get to the island before all the other tourists arrives. …More

Cabarete, Dominican Republic

4.8 (8)

VIP tour to Paradise Island & The Mangroves

The VIP tour to Paradise Island starts early in the morning because we like to get to the island before all the other tourists arrives....

11 hours Hotel pickup offered Free Cancellation

4.8 (8)

from
$159

Private Full-Day Tour to Saona Island from Bayahibe with Lunch

Saona Island is the most popular excursion offered in the Dominican Republic. The island is a natural park (protected as a natural reserve) it’s a …More

Punta Cana, Dominican Republic

5.0 (1)

Private Full-Day Tour to Saona Island from Bayahibe with Lunch

Saona Island is the most popular excursion offered in the Dominican Republic. The island is a natural park (protected as a natural reserve) it’s a...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$2,300

Visit St. Lucia Distillers for a behind-the-scenes tour and tasting on this excursion from Roseau, St Lucia. Learn about how sugarcane is turned into rum …More

4.9 (10)

St. Lucia Rum Tasting and Tour

Visit St. Lucia Distillers for a behind-the-scenes tour and tasting on this excursion from Roseau, St Lucia. Learn about how sugarcane is turned into rum...

2 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$110

Jamwest ATV Tour to Salmon Point from Negril

Ride all-terrain vehicles (ATVs) through mangrove systems, sandy washes and over rocky hills.This professionally guided tour takes you through many different terrains. Drive through forests …More

Lucea, Jamaica

4.4 (58)

Jamwest ATV Tour to Salmon Point from Negril

Ride all-terrain vehicles (ATVs) through mangrove systems, sandy washes and over rocky hills.This professionally guided tour takes you through many different terrains. Drive through forests...

1 hour Hotel pickup offered Free Cancellation

4.4 (58)

from
$125

San Juan Bay Private Tour with Drinks and Tapas: 4+ people

Get more time, See more do more!, More Space! Welcome aboard your private water tour aboard a choice between a 37 foot sailboat ot a …More

5.0 (51)

San Juan Bay Private Tour with Drinks and Tapas: 4+ people

Get more time, See more do more!, More Space! Welcome aboard your private water tour aboard a choice between a 37 foot sailboat ot a...

3 hours Free Cancellation

5.0 (51)

from
$166

Montego Bay Private Shopping Tour with Hotel Pickup

With this tour you can visit souvenir shops, get great deals on Jamaican coffee, rum, novelty items, and more. …More

Montego Bay, Jamaica

4.2 (63)

Montego Bay Private Shopping Tour with Hotel Pickup

With this tour you can visit souvenir shops, get great deals on Jamaican coffee, rum, novelty items, and more....

2 hours Hotel pickup offered Free Cancellation

4.2 (63)

from
$20

Blue Hole Secret Falls Excursions Best Water Falls in Jamaica

Blue Hole or Secret Falls in Ocho Rios Jamaica is a perfect alternative if you have been to Dunns River Falls before and would like …More

Falmouth, Jamaica

4.9 (46)

Blue Hole Secret Falls Excursions Best Water Falls in Jamaica

Blue Hole or Secret Falls in Ocho Rios Jamaica is a perfect alternative if you have been to Dunns River Falls before and would like...

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (46)

from
$75

Harmony Beach & Park at Day and Luminous Blue Lagoon at Night

Spend the afternoon relaxing at Harmony Beach Park in Montego Bay, with time to swim, unwind, and enjoy the waterfront atmosphere. After sunset, travel to …More

Montego Bay, Jamaica

5.0 (5)

Harmony Beach & Park at Day and Luminous Blue Lagoon at Night

Spend the afternoon relaxing at Harmony Beach Park in Montego Bay, with time to swim, unwind, and enjoy the waterfront atmosphere. After sunset, travel to...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$130

Ocho Rios Powerboat & Dunn’s River Falls Adventure

Feel the warm tropical breeze kiss your skin as you soar along Jamaica's stunning North Coast on a high-speed powerboat adventure. Pass by iconic sites …More

Ocho Rios, Jamaica

5.0 (43)

Ocho Rios Powerboat & Dunn’s River Falls Adventure

Feel the warm tropical breeze kiss your skin as you soar along Jamaica's stunning North Coast on a high-speed powerboat adventure. Pass by iconic sites...

6 hours Hotel pickup offered Free Cancellation

5.0 (43)

from
$240

Full-Day Catalina Island Snorkeling Tour from La Romana

Welcome aboard and snorkel the most beautiful underwater ecosystem of the Dominican Republic, with a full-day all inclusive tour to Catalina Island. Experience clear turquoise …More

Punta Cana, Dominican Republic

3.6 (92)

Full-Day Catalina Island Snorkeling Tour from La Romana

Welcome aboard and snorkel the most beautiful underwater ecosystem of the Dominican Republic, with a full-day all inclusive tour to Catalina Island. Experience clear turquoise...

9 hours Hotel pickup offered Free Cancellation

3.6 (92)

from
$80

East Coast Horseback Riding, Waterfall & Soufriere Private Tour

The only nature & historical horseback riding, waterfall and Soufriere experience package. The best of St. Lucia all in one great deal. Enjoy riding in …More

Anse La Raye, St Lucia

4.8 (6)

East Coast Horseback Riding, Waterfall & Soufriere Private Tour

The only nature & historical horseback riding, waterfall and Soufriere experience package. The best of St. Lucia all in one great deal. Enjoy riding in...

7 hours Hotel pickup offered Free Cancellation

4.8 (6)

from
$260

Vi Top Taxi &Tours USVI-St Thomas Private Group-Island Tour

VI Top Taxi offers a private group tour in St. Thomas Island. This tour can provide from 1 to 14 people comfortably. This is a …More

Cruz Bay, US Virgin Islands

5.0 (49)

Vi Top Taxi &Tours USVI-St Thomas Private Group-Island Tour

VI Top Taxi offers a private group tour in St. Thomas Island. This tour can provide from 1 to 14 people comfortably. This is a...

6 hours Hotel pickup offered Free Cancellation

5.0 (49)

from
$780

Vi Top Taxi & Tours USVI-Scenic Island Tour,St. Thomas

A trip to St. Thomas is exactly the Caribbean vacation you dream of. Spectacular views, paradise beaches, calypso music, culture and history-straight out of a …More

Cruz Bay, US Virgin Islands

4.8 (49)

Vi Top Taxi & Tours USVI-Scenic Island Tour,St. Thomas

A trip to St. Thomas is exactly the Caribbean vacation you dream of. Spectacular views, paradise beaches, calypso music, culture and history-straight out of a...

2 to 3 hours Hotel pickup offered Free Cancellation

4.8 (49)

from
$50

Given every half hour, our guided tours are both informative and interactive. A knowledgeable guide will first introduce the adult emus and ostriches. You will …More

4.7 (54)

Aruba Ostrich Farm Tour with Lunch

Given every half hour, our guided tours are both informative and interactive. A knowledgeable guide will first introduce the adult emus and ostriches. You will...

1 to 2 hours Free Cancellation

4.7 (54)

from
$38

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?