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 Nassau Swimming Pigs: Snorkeling, Lunch & Private Beach Club 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 San Juan Sunset Harbor Boat Ride Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise Full-Day Aruba History and Must-See Landmarks Tour 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 →

Guided Tour in the Colonial Zone of Santo Domingo

Explore the Colonial Zone on a 2- to 3-hour tour with our expert staff certified by the Ministry of Tourism. Includes entrance fees to the …More

4.8 (31)

Guided Tour in the Colonial Zone of Santo Domingo

Explore the Colonial Zone on a 2- to 3-hour tour with our expert staff certified by the Ministry of Tourism. Includes entrance fees to the...

3 hours Free Cancellation

4.8 (31)

from
$65

Swim with Pigs & Beach Snorkeling with Turtle Viewing Rose Island

Explore the beauty of The Bahamas with a unique tour that features an encounter with the famous swimming pigs of Rose Island. Enjoy a scenic …More

4.7 (21)

Swim with Pigs & Beach Snorkeling with Turtle Viewing Rose Island

Explore the beauty of The Bahamas with a unique tour that features an encounter with the famous swimming pigs of Rose Island. Enjoy a scenic...

4 hours Free Cancellation

4.7 (21)

from
$99

Private Full Day Charter: St Lucia Boat Tour to Soufriere

Cruise down the beautiful west coast of St Lucia in a private speedboat to Soufriere and the Pitons on this full day tour. Choose between …More

Anse La Raye, St Lucia

5.0 (531)

Private Full Day Charter: St Lucia Boat Tour to Soufriere

Cruise down the beautiful west coast of St Lucia in a private speedboat to Soufriere and the Pitons on this full day tour. Choose between...

4 to 7 hours Hotel pickup offered Free Cancellation

5.0 (531)

from
$90

UTV Morning Tour: Discover Aruba's Hidden Treasures

Let's do some really fun stuff on your vacation in Aruba! Jump behind the wheel and drive your own 4x4 UTV!! On this awesome experience …More

Palm - Eagle Beach, Aruba

4.9 (845)

UTV Morning Tour: Discover Aruba's Hidden Treasures

Let's do some really fun stuff on your vacation in Aruba! Jump behind the wheel and drive your own 4x4 UTV!! On this awesome experience...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (845)

from
$220

Full-Day Zipline and Waterfall Rappelling Adventure Near San Juan

Embark on a exhilarating adventure near the beautiful Carite State Forest located only 45 minutes from San Juan. Your guide will provide you and your …More

Isla Verde, Puerto Rico

5.0 (962)

Full-Day Zipline and Waterfall Rappelling Adventure Near San Juan

Embark on a exhilarating adventure near the beautiful Carite State Forest located only 45 minutes from San Juan. Your guide will provide you and your...

6 to 8 hours Free Cancellation

5.0 (962)

from
$165

Bahamas Adventure: Pigs, Reef, Turtles, and Beach with Lunch

Hop aboard one of our luxury powerboats as we cruise to the cute and entertaining pigs of Rose Island! Get up close, take unforgettable selfies, …More

4.9 (730)

Bahamas Adventure: Pigs, Reef, Turtles, and Beach with Lunch

Hop aboard one of our luxury powerboats as we cruise to the cute and entertaining pigs of Rose Island! Get up close, take unforgettable selfies,...

4 hours Free Cancellation

4.9 (730)

from
$299

Blue hole, drift snorkeling, turtles Celebration Key is welcome

No tour is complete without snorkeling the blue holes of East Grand Bahama, these blue holes are cavern that are connected under the earth, which …More

Freeport, Bahamas

4.6 (119)

Blue hole, drift snorkeling, turtles Celebration Key is welcome

No tour is complete without snorkeling the blue holes of East Grand Bahama, these blue holes are cavern that are connected under the earth, which...

5 hours Hotel pickup offered Free Cancellation

4.6 (119)

from
$135

San Juan Bay Day Sail with Drinks Included

Discover San Juan, Puerto Rico aboard a 37-foot catamaran sailboat while enjoying complimentary mimosas, house rum punch, and other drinks in moderation (not a booze …More

5.0 (569)

San Juan Bay Day Sail with Drinks Included

Discover San Juan, Puerto Rico aboard a 37-foot catamaran sailboat while enjoying complimentary mimosas, house rum punch, and other drinks in moderation (not a booze...

1 hour 30 minutes Free Cancellation

5.0 (569)

from
$99

Best Luxury Catamaran Day Sail St Maarten on The Phoenix (Public)

Step aboard The Phoenix, a spacious sailing catamaran, and spend five unforgettable hours exploring the beautiful coastline of Sint Maarten. Relax on the sundeck with …More

4.9 (1,077)

Best Luxury Catamaran Day Sail St Maarten on The Phoenix (Public)

Step aboard The Phoenix, a spacious sailing catamaran, and spend five unforgettable hours exploring the beautiful coastline of Sint Maarten. Relax on the sundeck with...

5 hours Free Cancellation

4.9 (1,077)

from
$139

Yes! It's a real submarine. Take an exciting voyage to the depths of 130 feet below the Caribbean sea. Join Atlantis Submarines, voted Aruba's most …More

4.6 (1,197)

Aruba Atlantis Submarine Tour

Yes! It's a real submarine. Take an exciting voyage to the depths of 130 feet below the Caribbean sea. Join Atlantis Submarines, voted Aruba's most...

1 hour 45 minutes Free Cancellation

4.6 (1,197)

from
$151

Full-Day Cruise to Saona Island - Natural Pool and Lunch

already in bayahibe we boarded a motorboat, speedboat or catamaran. (If we go by boat we return by catamaran) (If we go by catamaran we …More

Punta Cana, Dominican Republic

4.1 (216)

Full-Day Cruise to Saona Island - Natural Pool and Lunch

already in bayahibe we boarded a motorboat, speedboat or catamaran. (If we go by boat we return by catamaran) (If we go by catamaran we...

10 hours 30 minutes Hotel pickup offered Free Cancellation

4.1 (216)

from
$75

Old San Juan and El Morro Castle Walking Tour

The tour includes entrance to the fort San Felipe del Morro which is the most visited attraction in Puerto Rico. The tour also includes popular …More

4.9 (736)

Old San Juan and El Morro Castle Walking Tour

The tour includes entrance to the fort San Felipe del Morro which is the most visited attraction in Puerto Rico. The tour also includes popular...

2 hours 30 minutes Free Cancellation

4.9 (736)

from
$54

Your knowledgeable tour guide entertains and enlightens you on Antigua’s past and present. This extensive sightseeing tour visits the following sites: Devil’s Bridge, Dow's Hill …More

Five Islands Village, Antigua and Barbuda

4.9 (647)

Scenic Full Day Tour of Antigua

Your knowledgeable tour guide entertains and enlightens you on Antigua’s past and present. This extensive sightseeing tour visits the following sites: Devil’s Bridge, Dow's Hill...

6 hours Hotel pickup offered Free Cancellation

4.9 (647)

from
$145

National Park Arikok Jeep Safari Adventures

Set out on a 4-hour morning Jeep Safari Adventure and experience the best of National Park Arikok on our most complete all-around park tour. Your …More

5.0 (771)

National Park Arikok Jeep Safari Adventures

Set out on a 4-hour morning Jeep Safari Adventure and experience the best of National Park Arikok on our most complete all-around park tour. Your...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (771)

from
$109

St.Martin-St.Maarten: Small Group, Culinary Food Tour

Our Culinary Foodie Tour takes you on a tasty journey exploring St Martin’s food scene. There’s no better place to do a Food Tour than …More

4.8 (22)

St.Martin-St.Maarten: Small Group, Culinary Food Tour

Our Culinary Foodie Tour takes you on a tasty journey exploring St Martin’s food scene. There’s no better place to do a Food Tour than...

5 hours Free Cancellation

4.8 (22)

from
$199

Aruba ATV Adventure: Off-Road Tour in Single and Double Seaters

Our ATV tour offers guests an incredible and unique experience with many exciting aspects to explore. You'll have the chance to discover stunning attractions on …More

Palm - Eagle Beach, Aruba

4.9 (1,067)

Aruba ATV Adventure: Off-Road Tour in Single and Double Seaters

Our ATV tour offers guests an incredible and unique experience with many exciting aspects to explore. You'll have the chance to discover stunning attractions on...

4 hours Hotel pickup offered Free Cancellation

4.9 (1,067)

from
$109

On the small island of Aruba, thrilling trails are waiting to be explored! A UTV tour through the island’s rugged desert landscapes and along its …More

Palm - Eagle Beach, Aruba

5.0 (792)

Aruba 2-Seater UTV Tour Adventure

On the small island of Aruba, thrilling trails are waiting to be explored! A UTV tour through the island’s rugged desert landscapes and along its...

4 hours Hotel pickup offered Free Cancellation

5.0 (792)

from
$115

Eat like a local with Barbados’ first walking food tour as we take you on an exciting journey through the streets and by-ways of this island’s …More

4.9 (1,603)

Original Bajan Walking Food Tour

Eat like a local with Barbados’ first walking food tour as we take you on an exciting journey through the streets and by-ways of this island’s...

3 hours Hotel pickup offered Free Cancellation

4.9 (1,603)

from
$94

Two-in-One Day Trip: El Yunque and Bio Bay Tour with Transport

Get ready to experience two of Puerto Rico’s most amazing natural attractions in one unforgettable day! This full-day package covers the best of the East …More

Isla Verde, Puerto Rico

4.9 (1,430)

Two-in-One Day Trip: El Yunque and Bio Bay Tour with Transport

Get ready to experience two of Puerto Rico’s most amazing natural attractions in one unforgettable day! This full-day package covers the best of the East...

12 hours Hotel pickup offered Free Cancellation

4.9 (1,430)

from
$184

St Lucia Diamond Mineral and Mud Baths Plus Waterfall Adventure

3 Baths, 2 Pitons, 1 Unforgettable Day in St. Lucia! Experience the best of Soufrière in one incredible island adventure. Rejuvenate in the warm volcanic …More

Marigot Bay, St Lucia

5.0 (665)

St Lucia Diamond Mineral and Mud Baths Plus Waterfall Adventure

3 Baths, 2 Pitons, 1 Unforgettable Day in St. Lucia! Experience the best of Soufrière in one incredible island adventure. Rejuvenate in the warm volcanic...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (665)

from
$139

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?