Top Caribbean Surfing & Windsurfing

Q: What are the best options for Caribbean Surfing & Windsurfing?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Surfing & Windsurfing are: San Juan: Snorkeling with Turtles and Complimentary Videos San Juan Surfing Lessons: Ride the Waves in Puerto Rico San Juan: VIP Snorkeling with Turtles Tour Luquillo, Puerto Rico: Beginners Surf Lesson San Juan: Kids and Family Snorkeling with Complimentary Videos

Q: What are the best kid-friendly options for Caribbean Surfing & Windsurfing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Surfing & Windsurfing are: Private Windsurf Experience in Puerto Rico Surfing Lesson, Rincon PR Private Surf Lessons in Guadeloupe Surfing lesson at beautiful beach Playa Encuentro San Juan Surfing Lessons: Ride the Waves in Puerto Rico View all kid-friendly Tours →

Q: Which Caribbean Surfing & Windsurfing have Instant Confirmation?

Caribbean Surfing & Windsurfing with Instant Confirmation include: Punta Cana Private Catamaran: Open Bar, Snorkeling & Natural Pool 2 Hour Private Winging Lesson in Long Bay Beach Private Windsurf Experience in Puerto Rico Surf school/surf tour Surfing Lesson, Rincon PR View all Tours with Instant Confirmation →

Q: Which Caribbean Surfing & Windsurfing have Free Cancellation?

Caribbean Surfing & Windsurfing with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include: Punta Cana Private Catamaran: Open Bar, Snorkeling & Natural Pool 2 Hour Private Winging Lesson in Long Bay Beach Private Windsurf Experience in Puerto Rico Surf school/surf tour Surfing Lesson, Rincon PR View all Tours with Free Cancellation →

Q: I need a ride! Which Caribbean Surfing & Windsurfing have Hotel Pickup?

No problem. These Caribbean Surfing & Windsurfing include Hotel Pickup: Punta Cana Private Catamaran: Open Bar, Snorkeling & Natural Pool Surf school/surf tour Macao Beach Private Surf Lessons Private Windsurfing Lessons in Aruba Experience a Submarine Scooter with ScubaDoo Punta Cana 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 →

Punta Cana Private Catamaran: Open Bar, Snorkeling & Natural Pool

Ready to enjoy a private Punta Cana booze cruise with a small group of your family friends? Our Party Boat offers the best service for …More

4.0 (1)

Punta Cana Private Catamaran: Open Bar, Snorkeling & Natural Pool

Ready to enjoy a private Punta Cana booze cruise with a small group of your family friends? Our Party Boat offers the best service for...

4 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$990

2 Hour Private Winging Lesson in Long Bay Beach

Our team is dedicated to giving you the best experience in the Turks and Caicos. Long Bay provides the best conditions in the world to …More

5.0 (13)

2 Hour Private Winging Lesson in Long Bay Beach

Our team is dedicated to giving you the best experience in the Turks and Caicos. Long Bay provides the best conditions in the world to...

2 hours Free Cancellation

5.0 (13)

from
$440

Private Windsurf Experience in Puerto Rico

Windsurfing is an opportunity to experience the beaches of Puerto Rico from a different perspective. It's a fun activity, that connects users with nature in …More

5.0 (7)

Private Windsurf Experience in Puerto Rico

Windsurfing is an opportunity to experience the beaches of Puerto Rico from a different perspective. It's a fun activity, that connects users with nature in...

2 hours 30 minutes Free Cancellation

5.0 (7)

from
$165

We are local surf instructors with 30 years surf experience. The water temperature warm tropical, beaches and waves are excellent in Barbados for learning to …More

4.9 (28)

Surf school/surf tour

We are local surf instructors with 30 years surf experience. The water temperature warm tropical, beaches and waves are excellent in Barbados for learning to...

2 hours Hotel pickup offered Free Cancellation

4.9 (28)

from
$125

Our experienced, certified instructors are passionate surfers who know Rincon’s waves inside and out. They’ll provide personalized guidance tailored to your skill level, helping you …More

Rincón, Puerto Rico

5.0 (12)

Surfing Lesson, Rincon PR

Our experienced, certified instructors are passionate surfers who know Rincon’s waves inside and out. They’ll provide personalized guidance tailored to your skill level, helping you...

1 hour 30 minutes Free Cancellation

5.0 (12)

from
$125

Do you want to learn to surf? Do you want to improve and evolve in your surfing? Look no further, you have found the perfect …More

Grande-Terre Island, Guadeloupe

5.0 (1)

Private Surf Lessons in Guadeloupe

Do you want to learn to surf? Do you want to improve and evolve in your surfing? Look no further, you have found the perfect...

1 hour Free Cancellation

5.0 (1)

from
$115

Punta Cana Surf Adventure is the top rated surf school in the area, with over 10 years of operation on Macao Beach and thousands of …More

4.9 (147)

Macao Beach Private Surf Lessons

Punta Cana Surf Adventure is the top rated surf school in the area, with over 10 years of operation on Macao Beach and thousands of...

2 hours Hotel pickup offered Free Cancellation

4.9 (147)

from
$109

When you do windsurfing with us, you start feeling the powers of the trade winds of Aruba, and the speed you can acquire with it! …More

4.9 (54)

Private Windsurfing Lessons in Aruba

When you do windsurfing with us, you start feeling the powers of the trade winds of Aruba, and the speed you can acquire with it!...

2 hours Hotel pickup offered Free Cancellation

4.9 (54)

from
$90

Surfing can be life-changing. Almost always for the better. The contact with the seawater, with the beach, and with the fauna and flora that surround …More

5.0 (5)

2-Hour Surf lesson at Encuentro Beach

Surfing can be life-changing. Almost always for the better. The contact with the seawater, with the beach, and with the fauna and flora that surround...

2 hours Free Cancellation

5.0 (5)

from
$85

Riding a wave is an indescribable feeling. Take home this fun new skill & unforgettable memories from your vacation Surfing is a niche experience best …More

5.0 (96)

Shaka surf lesson adventure!

Riding a wave is an indescribable feeling. Take home this fun new skill & unforgettable memories from your vacation Surfing is a niche experience best...

2 hours Free Cancellation

5.0 (96)

from
$80

You've always wanted to surf, and now here's your opportunity to experience the thrill of catching a wave on Puerto Rico's preferred learn to surf …More

Luquillo, Puerto Rico

4.9 (304)

Luquillo, Puerto Rico: Beginners Surf Lesson

You've always wanted to surf, and now here's your opportunity to experience the thrill of catching a wave on Puerto Rico's preferred learn to surf...

2 hours 15 minutes Free Cancellation

4.9 (304)

from
$78

Surfing lesson at beautiful beach Playa Encuentro

Surfing in Cabarete is a must do activity! Especially in Playa Encuentro, a beautiful wild beach surrounded by almonds trees. Surfing is addictive and you …More

5.0 (36)

Surfing lesson at beautiful beach Playa Encuentro

Surfing in Cabarete is a must do activity! Especially in Playa Encuentro, a beautiful wild beach surrounded by almonds trees. Surfing is addictive and you...

1 hour 30 minutes Free Cancellation

5.0 (36)

from
$75

Our instructors have years of experience teaching surfing, as well as traveling the world competing in surfing. Combined with their knowledge of the sport, the …More

5.0 (4)

Learn to Surf in Paradise.

Our instructors have years of experience teaching surfing, as well as traveling the world competing in surfing. Combined with their knowledge of the sport, the...

2 hours Free Cancellation

5.0 (4)

from
$75

San Juan Surfing Lessons: Ride the Waves in Puerto Rico

If you are looking to make your time in San Juan even more enjoyable, take a surf lesson! Whether you are by yourself or with …More

4.7 (57)

San Juan Surfing Lessons: Ride the Waves in Puerto Rico

If you are looking to make your time in San Juan even more enjoyable, take a surf lesson! Whether you are by yourself or with...

2 hours Free Cancellation

4.7 (57)

from
$70

San Juan: VIP Snorkeling with Turtles Tour

Experience the magic of exploring the marine world at a stunning beach in San Juan. Join this beginner-friendly adventure led by a professional guide in …More

5.0 (329)

San Juan: VIP Snorkeling with Turtles Tour

Experience the magic of exploring the marine world at a stunning beach in San Juan. Join this beginner-friendly adventure led by a professional guide in...

1 hour 30 minutes Free Cancellation

5.0 (329)

from
$70

Experience a Submarine Scooter with ScubaDoo Punta Cana

ScubaDoo Punta Cana is a diving and snorkeling adventure that takes you to some of the most beautiful and unspoiled areas in the Caribbean Sea …More

4.1 (13)

Experience a Submarine Scooter with ScubaDoo Punta Cana

ScubaDoo Punta Cana is a diving and snorkeling adventure that takes you to some of the most beautiful and unspoiled areas in the Caribbean Sea...

5 hours Hotel pickup offered Free Cancellation

4.1 (13)

from
$69

Party Boat Cruise & Open Bar with Snorkeling in Punta Cana

Our animation team and captain are highly trained for this type of events with a lot of experience in this type of adventures, fun professionals …More

Punta Cana, Dominican Republic

3.0 (1)

Party Boat Cruise & Open Bar with Snorkeling in Punta Cana

Our animation team and captain are highly trained for this type of events with a lot of experience in this type of adventures, fun professionals...

4 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$69

This is your chance to bodyboard at Andicuri Beach, one of Aruba’s best spots for surf. We’ll meet at the Natural Bridge and make a …More

5.0 (4)

Bodyboarding on the North Side Of Aruba

This is your chance to bodyboard at Andicuri Beach, one of Aruba’s best spots for surf. We’ll meet at the Natural Bridge and make a...

2 hours 30 minutes

5.0 (4)

from
$65

Surf the waves with a dominican legend Eric Franco and his instructors! Surfing in Encuentro beach is a unique experience in the Dominican Caribbean. You …More

Cabarete, Dominican Republic

5.0 (2)

Surfing Experience in Cabarete Dominican Republic

Surf the waves with a dominican legend Eric Franco and his instructors! Surfing in Encuentro beach is a unique experience in the Dominican Caribbean. You...

3 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$60