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 →

Bamboo Rafting & Horseback Ride n Swim Guided Tour In Montego Bay

Bamboo rafting and Horseback ride are two of the top things to do while on vacation in Jamaica. Escape the confines of your hotel resort …More

Montego Bay, Jamaica

4.8 (16)

Bamboo Rafting & Horseback Ride n Swim Guided Tour In Montego Bay

Bamboo rafting and Horseback ride are two of the top things to do while on vacation in Jamaica. Escape the confines of your hotel resort...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (16)

from
$145

Private Transportation from Montego Bay to Mystic Mountain and Dunn's River Fall

This tour is a private compact tour filled with excursions allot of things to do. Both tour spot duns river fall and mystic mountain adventure …More

Montego Bay, Jamaica

4.9 (12)

Private Transportation from Montego Bay to Mystic Mountain and Dunn's River Fall

This tour is a private compact tour filled with excursions allot of things to do. Both tour spot duns river fall and mystic mountain adventure...

2 to 4 hours Hotel pickup offered Free Cancellation

4.9 (12)

from
$98

Rainforest Hike & Waterfall Safari St. Lucia From Castries

Indulge in an exclusive half-day escape through Saint Lucia’s most captivating landscapes aboard an open-back 4x4 Jeep Safari, where refined adventure meets authentic island charm. …More

Choc, St Lucia

4.7 (25)

Rainforest Hike & Waterfall Safari St. Lucia From Castries

Indulge in an exclusive half-day escape through Saint Lucia’s most captivating landscapes aboard an open-back 4x4 Jeep Safari, where refined adventure meets authentic island charm....

4 hours 30 minutes Hotel pickup offered

4.7 (25)

from
$112

Antigua Zipline & Kayaking Combo From St. John's

Get set for this two part adventure that will have you ziplining and kayaking through Antigua's natural ecosystems. Your journey begins with a cross-island drive …More

4.9 (17)

Antigua Zipline & Kayaking Combo From St. John's

Get set for this two part adventure that will have you ziplining and kayaking through Antigua's natural ecosystems. Your journey begins with a cross-island drive...

6 hours Hotel pickup offered

4.9 (17)

from
$247

St Lucia Shore Excursion: Rodney Bay Village Segway Adventure

Setting off from the port, you’ll take a scenic drive to Rodney Bay to meet your Segway guide. You’ll be surprised how quickly you can …More

4.5 (37)

St Lucia Shore Excursion: Rodney Bay Village Segway Adventure

Setting off from the port, you’ll take a scenic drive to Rodney Bay to meet your Segway guide. You’ll be surprised how quickly you can...

2 hours Free Cancellation

4.5 (37)

from
$94

This is not just a fishing trip — it’s a complete deep-sea fishing experience designed for comfort, excitement, and great results. From hotel pickup to …More

Punta Cana, Dominican Republic

4.4 (28)

4 Hour Punta Cana Fishing Tour

This is not just a fishing trip — it’s a complete deep-sea fishing experience designed for comfort, excitement, and great results. From hotel pickup to...

4 hours Hotel pickup offered Free Cancellation

4.4 (28)

from
$97

Scuba Dive and Snorkel Private Charter in Puerto Rico

Because SCUBA diving and snorkeling in a natural aquarium is possible! If there is a certified diver in your party, we can easily arrange a …More

5.0 (3)

Scuba Dive and Snorkel Private Charter in Puerto Rico

Because SCUBA diving and snorkeling in a natural aquarium is possible! If there is a certified diver in your party, we can easily arrange a...

4 hours Free Cancellation

5.0 (3)

from
$1,500

Explore the hidden treasures of Antigua Island onboard a powerful vehicle! Be amazed by the enchanting landscapes of Falmouth Port and Potworks Dam, delight with …More

4.4 (26)

Island Safari Discovery

Explore the hidden treasures of Antigua Island onboard a powerful vehicle! Be amazed by the enchanting landscapes of Falmouth Port and Potworks Dam, delight with...

7 hours Free Cancellation

4.4 (26)

from
$171

Sand-Covered Beaches This area has so many amazing beaches to explore, including but not limited to: Faro de las Cabezas de San Juan (which includes …More

5.0 (3)

Full Day Eastern Island Tour

Sand-Covered Beaches This area has so many amazing beaches to explore, including but not limited to: Faro de las Cabezas de San Juan (which includes...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$100

Visit the Morne Trois Pitons National Park, UNESCO World Heritage Site Visit the twin Trafalgar Waterfalls Visit the Wotten Waven Sulphur springs Visit Champagne beach …More

4.9 (16)

Waterfall And Champagne Reef Adventure

Visit the Morne Trois Pitons National Park, UNESCO World Heritage Site Visit the twin Trafalgar Waterfalls Visit the Wotten Waven Sulphur springs Visit Champagne beach...

4 hours Hotel pickup offered Free Cancellation

4.9 (16)

from
$120

It is a one-stop destination for many deferent attractions. For example: 1. Turtle Head Rock. 2. Cathedral at Paria Bay. 3. Paria Beach. …More

4.8 (5)

Paria Waterfall

It is a one-stop destination for many deferent attractions. For example: 1. Turtle Head Rock. 2. Cathedral at Paria Bay. 3. Paria Beach....

8 hours 40 minutes Hotel pickup offered Free Cancellation

4.8 (5)

from
$174

Punta Cana Catamaran Party: Music, Drinks & Tropical Fun

Hop on the funniest Party Boat in the Caribbean! Looking for unlimited party, sea and fun? Then our Party Boat Tour is for you! From …More

Punta Cana, Dominican Republic

5.0 (15)

Punta Cana Catamaran Party: Music, Drinks & Tropical Fun

Hop on the funniest Party Boat in the Caribbean! Looking for unlimited party, sea and fun? Then our Party Boat Tour is for you! From...

4 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$69

Combination: Argyle Waterfall & Tropical Garden with Hummingbirds

Enjoy an action-filled day with this tour! An easy hike takes you to the Argyle Waterfall, the highest fall on the island (54m / 175ft). …More

5.0 (1)

Combination: Argyle Waterfall & Tropical Garden with Hummingbirds

Enjoy an action-filled day with this tour! An easy hike takes you to the Argyle Waterfall, the highest fall on the island (54m / 175ft)....

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$115

Sky Explorer and Sentry Hill Zip Line Adventure St Maartin

The most exciting new rides in the eastern Caribbean! Glide to the top of St. Maarten’s highest point on the Sky Explorer where a 360-degree …More

4.4 (18)

Sky Explorer and Sentry Hill Zip Line Adventure St Maartin

The most exciting new rides in the eastern Caribbean! Glide to the top of St. Maarten’s highest point on the Sky Explorer where a 360-degree...

3 hours Free Cancellation

4.4 (18)

from
$99

Future Tours always ensure that all our guests needs and expectations are met and goes over and beyond. Our team of knowledgeable, experienced and fun-loving …More

Grand Anse, Grenada

4.8 (14)

Fun Tours in Grenada

Future Tours always ensure that all our guests needs and expectations are met and goes over and beyond. Our team of knowledgeable, experienced and fun-loving...

4 to 8 hours Hotel pickup offered Free Cancellation

4.8 (14)

from
$250

Blue Hole Waterfalls Tour from Montego Bay

Come check out this hidden treasure in the hills of Ocho Rios. With gorgeous views of lush greenery and cascading waterfalls, refreshing water to jump …More

Montego Bay, Jamaica

5.0 (10)

Blue Hole Waterfalls Tour from Montego Bay

Come check out this hidden treasure in the hills of Ocho Rios. With gorgeous views of lush greenery and cascading waterfalls, refreshing water to jump...

6 hours Hotel pickup offered Free Cancellation

5.0 (10)

from
$116

Private Nine Mile, Bob Marley Tour from Ocho Rios

Discover Nine Mile, the birthplace of reggae legend Bob Marley, on this private 5-hour tour. Visit Marley's home and take a tour led by Rastafarian …More

Kingston, Jamaica

5.0 (4)

Private Nine Mile, Bob Marley Tour from Ocho Rios

Discover Nine Mile, the birthplace of reggae legend Bob Marley, on this private 5-hour tour. Visit Marley's home and take a tour led by Rastafarian...

5 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$139

Private Tour - Dunn's River Falls and Ocho Rios Experience from Ocho Rios

This unique adventure and highlight tour gives visitors the learn and fun experience of Ocho Rios with Dunn's River Falls adventure and Fern Gully highlight …More

Kingston, Jamaica

5.0 (6)

Private Tour - Dunn's River Falls and Ocho Rios Experience from Ocho Rios

This unique adventure and highlight tour gives visitors the learn and fun experience of Ocho Rios with Dunn's River Falls adventure and Fern Gully highlight...

4 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$90

Appleton Estate Rum Tour and Tasting from Negril

Go on a journey to the picturesque south coast of Jamaica on a visit to the Appleton Estate, home of the finest rum in the …More

Negril, Jamaica

4.3 (6)

Appleton Estate Rum Tour and Tasting from Negril

Go on a journey to the picturesque south coast of Jamaica on a visit to the Appleton Estate, home of the finest rum in the...

6 hours Free Cancellation

4.3 (6)

from
$170

Nature Lovers: Grand Etang Lake & Annandale Falls

Grand Etang National Park is the place to be when planning your Grenada getaway. As we travel through the mountains you’ll begin to get closer …More

St. George's, Grenada

4.8 (12)

Nature Lovers: Grand Etang Lake & Annandale Falls

Grand Etang National Park is the place to be when planning your Grenada getaway. As we travel through the mountains you’ll begin to get closer...

2 to 3 hours Hotel pickup offered Free Cancellation

4.8 (12)

from
$120

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?