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 →

Private Charter Sunset Sailing Cruise W Drinks

A private sunset round trip with Water Taxi Curacao. Take your group of maximum 15 people on a private boat tour. This offers a magical …More

5.0 (2)

Private Charter Sunset Sailing Cruise W Drinks

A private sunset round trip with Water Taxi Curacao. Take your group of maximum 15 people on a private boat tour. This offers a magical...

2 hours Free Cancellation

5.0 (2)

from
$430

Ready for an unforgettable St. Lucia adventure? Immerse yourself in the famous Sulphur Springs Park, where naturally warm water cascades into travertine stone pools, creating …More

Soufriere, St Lucia

5.0 (2)

Sulphur Springs Tour

Ready for an unforgettable St. Lucia adventure? Immerse yourself in the famous Sulphur Springs Park, where naturally warm water cascades into travertine stone pools, creating...

4 hours Free Cancellation

5.0 (2)

from
$120

This is a cashless hassle free day tour that goes through the mountainous terrain of Jamaica south coast, and passes under over lapping tunnel of …More

Montego Bay, Jamaica

5.0 (4)

Explore Montego Bay Jamaica to Country Side Appleton & Y S Falls

This is a cashless hassle free day tour that goes through the mountainous terrain of Jamaica south coast, and passes under over lapping tunnel of...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$250

Explore Montego Bay to Bob Marley Mausoleum Nine Miles& Blue Hole

This is a CASHLESS HASSLE FREE TOUR that Pickup from Cruise Ship or Hotel in Private style, breaking away from coach and large bus group …More

Lucea, Jamaica

5.0 (2)

Explore Montego Bay to Bob Marley Mausoleum Nine Miles& Blue Hole

This is a CASHLESS HASSLE FREE TOUR that Pickup from Cruise Ship or Hotel in Private style, breaking away from coach and large bus group...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$250

1 hour Luquillo Guided Jetski Tour to Las Picuas

Zoom from Luquillo to Las Picuas on a thrilling jet ski tour, exploring stunning coastlines and coral reefs! Explore the coast while you captain your …More

Luquillo, Puerto Rico

4.4 (5)

1 hour Luquillo Guided Jetski Tour to Las Picuas

Zoom from Luquillo to Las Picuas on a thrilling jet ski tour, exploring stunning coastlines and coral reefs! Explore the coast while you captain your...

1 hour

4.4 (5)

from
$220

The Ghosts of San Juan: Private 2.5-hour Spooky Evening Tour

Your tour begins in Columbus Square, where your expert private guide will introduce you to the city’s tenuous relationship with the notorious explorer. In June …More

4.0 (1)

The Ghosts of San Juan: Private 2.5-hour Spooky Evening Tour

Your tour begins in Columbus Square, where your expert private guide will introduce you to the city’s tenuous relationship with the notorious explorer. In June...

2 hours 30 minutes Free Cancellation

4.0 (1)

from
$65

Private boat tour from Taino Bay and Amber Cove Passengers

Dive into the water from our 63 feet boat along Puerto Plata's northern coast. Enjoy the stunning turquoise views of the ocean, roaming and snorkeling …More

Puerto Plata, Dominican Republic

5.0 (2)

Private boat tour from Taino Bay and Amber Cove Passengers

Dive into the water from our 63 feet boat along Puerto Plata's northern coast. Enjoy the stunning turquoise views of the ocean, roaming and snorkeling...

5 hours 30 minutes

5.0 (2)

from
$1,199

The best way to experience the Saint Lucian Vibe and Culture. Our one-day tour offers an immersive experience that combines breathtaking natural beauty with rich …More

Choc, St Lucia

5.0 (3)

Full Day St Lucian Tour With Lunch

The best way to experience the Saint Lucian Vibe and Culture. Our one-day tour offers an immersive experience that combines breathtaking natural beauty with rich...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$275

A private tour of Northern Saint Lucia can be a fantastic way to explore the natural beauty, cultural heritage, and attractions of this Caribbean paradise. …More

Soufriere, St Lucia

5.0 (2)

Private Northern Saint Lucia Tour

A private tour of Northern Saint Lucia can be a fantastic way to explore the natural beauty, cultural heritage, and attractions of this Caribbean paradise....

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$77

Enjoy a mouth-watering tour around the town of Ocho Rios, sampling local specialties and Jamaican street food. As you walk through the downtown area, your …More

Ocho Rios, Jamaica

4.3 (7)

Ocho Rios Street Eats

Enjoy a mouth-watering tour around the town of Ocho Rios, sampling local specialties and Jamaican street food. As you walk through the downtown area, your...

2 hours Free Cancellation

4.3 (7)

from
$59

Montego Bay’s downtown streets provide the setting for a walking tour of Jamaican street food, local specialties, architecture, and history. Rather than sticking to typical …More

Montego Bay, Jamaica

4.8 (4)

Street Food Tour in Montego Bay

Montego Bay’s downtown streets provide the setting for a walking tour of Jamaican street food, local specialties, architecture, and history. Rather than sticking to typical...

2 hours Free Cancellation

4.8 (4)

from
$59

Saona Island with Private Transfer and Personal Service

Save time on vacation! Saona Island is very popular but, because of that, customers have to face many pick ups and drop offs from the …More

Punta Cana, Dominican Republic

4.1 (15)

Saona Island with Private Transfer and Personal Service

Save time on vacation! Saona Island is very popular but, because of that, customers have to face many pick ups and drop offs from the...

8 to 9 hours Hotel pickup offered Free Cancellation

4.1 (15)

from
$99

Private Full Day Tour Exploring and Tasting Roseau

This full-day tour will give you an opportunity to explore Roseau's rich history, culture, and cuisine. Together with the professional tour guide, you will visit …More

5.0 (2)

Private Full Day Tour Exploring and Tasting Roseau

This full-day tour will give you an opportunity to explore Roseau's rich history, culture, and cuisine. Together with the professional tour guide, you will visit...

7 hours Free Cancellation

5.0 (2)

from
$299

Private Half Day Tour of Roseau's Natural Beauty

Explore at your own pace with a fully private guided tour. Get ready to be awestruck by the breathtaking landscapes of Roseau on this nature …More

5.0 (1)

Private Half Day Tour of Roseau's Natural Beauty

Explore at your own pace with a fully private guided tour. Get ready to be awestruck by the breathtaking landscapes of Roseau on this nature...

4 hours Free Cancellation

5.0 (1)

from
$149

Souvenir Shopping Tour in Punta Cana. Transportation Included

Immerse yourself in the captivating world of crafts and local culture with a guided tour of the souvenir shop. This enchanting experience offers you a …More

Punta Cana, Dominican Republic

4.1 (16)

Souvenir Shopping Tour in Punta Cana. Transportation Included

Immerse yourself in the captivating world of crafts and local culture with a guided tour of the souvenir shop. This enchanting experience offers you a...

2 hours Hotel pickup offered Free Cancellation

4.1 (16)

from
$10

Mein Schiff La Romana: Catalina Island Snorkeling

Specially organized for Mein Schiff passengers calling at La Romana Cruise Port every Friday (7:00 AM–10:00 PM). Pickup is at the cruise terminal at 8:00 …More

5.0 (2)

Mein Schiff La Romana: Catalina Island Snorkeling

Specially organized for Mein Schiff passengers calling at La Romana Cruise Port every Friday (7:00 AM–10:00 PM). Pickup is at the cruise terminal at 8:00...

8 hours Free Cancellation

5.0 (2)

from
$139

Enjoy this memorable experience of Tea tasting in the comfort of a local Bermudian home as you have the opportunity to participate in true Bermudian …More

4.3 (6)

The Bermuda Tea and Tales Experience

Enjoy this memorable experience of Tea tasting in the comfort of a local Bermudian home as you have the opportunity to participate in true Bermudian...

3 hours Hotel pickup offered

4.3 (6)

from
$159

Luminous Lagoon "Glistening Waters" Tour from Grand Palladium Resorts

This tour is unique. It is a once in a lifetime experience to witness this awesome natural wonder in it's pristine state. Delight in this …More

Lucea, Jamaica

3.6 (34)

Luminous Lagoon "Glistening Waters" Tour from Grand Palladium Resorts

This tour is unique. It is a once in a lifetime experience to witness this awesome natural wonder in it's pristine state. Delight in this...

4 hours Hotel pickup offered Free Cancellation

3.6 (34)

from
$125

ATV Excursions Puerto Plata Amber Cove & Taino Bay

Discover the perfect mix of adventure, nature, and culture! Start with a quick ATV training, then ride through scenic trails, splashing through streams and puddles …More

4.8 (4)

ATV Excursions Puerto Plata Amber Cove & Taino Bay

Discover the perfect mix of adventure, nature, and culture! Start with a quick ATV training, then ride through scenic trails, splashing through streams and puddles...

2 to 3 hours Free Cancellation

4.8 (4)

from
$49

Have a blast on the water! Take a Hatteras 52 boat ride along the North Coast and have a party of your life, while dancing, …More

Cabarete, Dominican Republic

5.0 (4)

Private Cruise on a Hatteras 52

Have a blast on the water! Take a Hatteras 52 boat ride along the North Coast and have a party of your life, while dancing,...

4 to 5 hours Hotel pickup offered

5.0 (4)

from
$990

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?

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?